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1

Chandra Sekhar Palla, Venkata, Debaprasad Shee y Sunil K. Maity. "Kinetics of hydrodeoxygenation of octanol over supported nickel catalysts: a mechanistic study". RSC Adv. 4, n.º 78 (2014): 41612–21. http://dx.doi.org/10.1039/c4ra06826b.

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HDO of 1-octanol was studied by varying various process parameters over nickel catalysts supported on γ-Al2O3, SiO2, and HZSM5. The n-octane, n-heptane, di-n-octyl ether, 1-octanal, heptenes and octenes, tetradecane, and hexadecane were identified as products. A comprehensive reaction mechanism of HDO of 1-octanol was delineated based on products distribution.
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2

Werstiuk, Nick Henry y Chandra Deo Roy. "Experimental and AM1 calculational studies of the deprotonation of bicyclo[2.2.2]octane-2,5-dione and bicyclo[2.2.2]octane-2,6-dione: a study of homoconjugation, inductive, and steric effects on the rates and diastereoselectivities of α enolization". Canadian Journal of Chemistry 73, n.º 3 (1 de marzo de 1995): 460–63. http://dx.doi.org/10.1139/v95-060.

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The kinetics of NaOD-catalyzed H/D exchange (enolization) at C3 α to the carbonyl group of bicyclo[2.2.2]octane-2,5-dione (1) and bicyclo[2.2.2]octane-2,6-dione (2) have been studied in 60:40 (v/v) dioxane–D2O at 25.0 °C. The second-order rate constants for exchange are (9.7 ± 1.5) × 10−1 and (3.4 ± 1.2) × 10−5 L mol−1 s−1 for 1 and 2, respectively. Thus, 1, exchanges 76 times faster than bicyclo[2.2.2]octan-2-one (3) (k = (1.27 ± 0.02) × 10−2 L mol−1 s−1), but the 2,6-dione 2 unexpectedly is much less reactive (2.7 × 10−3) than the monoketone. Unlike the large exo selectivity of 658 observed in the case of bicyclo[2.2.1]heptan-2-one, small and opposite selectivities, exo (1.2) for 1 and endo (2.1) for 2, are found for the isomeric [2.2.2] ketones. The results indicate that the incipient enolate of 1 is stabilized by a polar effect of the β carbonyl group at C5, not by homoconjugation. The source of the surprising low reactivity of 2 is unknown at this stage. The small diastereoselectivities, exo (1.2) for 1 and endo (2.1) for 2, correlate with relative energies of the diastereomeric pyramidal enolates calculated with AM1. Keywords: enolization, bicyclo[2.2.2]octane-2,5-dione, bicyclo[2.2.2]octane-2,6-dione, AM1, thermodynamic acidities.
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3

Kusrini, Eny, Yan Mulders Togar, Vino Hasyim y Anwar Usman. "The role of Praseodymium oxide-Impregnated Clinoptilolite Zeolite Catalyst to Increase Octane Number in Gasoline". E3S Web of Conferences 67 (2018): 03051. http://dx.doi.org/10.1051/e3sconf/20186703051.

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In the present work, the role of praseodymium oxide as a promotor of active site in zeolite base as catalyst for increasing the octance number in gasoline were investigated. In this study, we used three types of catalyst, namely the activated clipnotilolite zeolite (catalyst 1), Pr6O11-impregnated clinoptilolite zeolite 0.01 (w/w%) (catalyst 2) and Pr6O11-impregnated clinoptilolite zeolite 0.1 (w/w%) (catalyst 3). Both catalyst 2 and 3 were prepared by impregnation method. The calcination temperature for all of catalysts was set at 500°C for 2 hours to remove the organic impurities and stabilize the structure of catalyst. The Si/Al ratio increased from 5.1 to 5.85 with prasedymium nitrate hexahydrate percentage in catalysts 2 and 3 were 0.14 and 0.05%, respectively. The surface area of catalysts 1 - 3 are 19.42, 18.09 and 15.22 m2/g, respectively. The activity performance of catalyst 3 with 1 and 3 % loading at 27.7°C for 2 min have increased the octane number of 0.1. Increasing octane number of 0.1 was also confirmed by GC-MS data which showed the presence of decreasing C4-C11 hydrocarbon compounds and increasing of aromatic compounds. Pr6O11-impregnated clinoptilolite zeolite catalyst is potential for application in fuel system to increase octane number at room temperature (27.7°C).
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4

Gleiter, Rolf, Christoph Sigwart y Bernd Kissler. "4 6-Dimethylenetricyclo[3.3.0.03,7]octane-2-one and 2,4,6-Trimethylenetricyclo[3.3.0.03,7]octane". Angewandte Chemie International Edition in English 28, n.º 11 (noviembre de 1989): 1525–26. http://dx.doi.org/10.1002/anie.198915251.

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5

Nainggolan, Irwana, Shahidan Radiman, Ahmad Sazali Hamzah y Rauzah Hashim. "The Effects of Branched-Tail Structure of Surfactant on the Phase Behaviour of Alkylglucoside/Water/n-Octane Ternary System". Applied Mechanics and Materials 754-755 (abril de 2015): 944–49. http://dx.doi.org/10.4028/www.scientific.net/amm.754-755.944.

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Two glycolipids were synthesized to study the lyotropic behavior of these glycolipids in alkylglucoside/water/n-octane ternary system. These glycolipids have been distinguished based on the structure of alkyl chain (branched-alkyl chain and straight alkyl chain). 2-octyl-β-D-glucopyranoside (2-OG) and 2-ethylhexyl-β-D-glucopyranoside (2-EHG) were used as surfactants to perform two types of phase diagram. Phase behaviours investigated were phase behaviours of 2-OG/n-octane/water ternary system and 2-EHG/n-octane/water ternary system. Small angle x-ray (SAXS) and optical polarizing microscope were used as the instruments to study the lyotropic phase behaviour of these two surfactans in ternary phase diagram. Study the effect of branched-tail structure on the phase behaviour of glycolipids in ternary system is one of strategy to derive the structure-property relationship. For this purpose, 2-OG and 2-EHG were used as surfactants in the same ternary system. The phase diagram of 2-OG/water/n-octane ternary system showed rectangular ribbon phase and lamellar phase. The phase diagram of 2-EHG/water/n-octane ternary system showed wide region of lamellar lyotropic liquid crystalline in different ratio of weight composition. In 2-OG/water/n-octane ternary system, as more surfactant was added to the system, the interlayer spacing, d1 and scattering angle, a value increased, whereas in 2-EHG/water/n-octane ternary system, the d1 and a value decreased.
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6

Drzewinski, Witold. "Esters of (R)-2-(6-hydroxynaphthalene-2-yl)octane". Liquid Crystals 40, n.º 8 (20 de mayo de 2013): 1060–66. http://dx.doi.org/10.1080/02678292.2013.800597.

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7

Wibowo, Cahyo Setyo, Bambang Sugiarto, Ardi Zikra, Alva Budi, Try Mulya y Maymuchar. "The Effect of Gasoline-Bioethanol Blends to The Value of Fuel’s Octane Number". E3S Web of Conferences 67 (2018): 02033. http://dx.doi.org/10.1051/e3sconf/20186702033.

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A fuel gasoline engine classified based is octane number, test for octane number using CFR engine with RON (Research Octane Number) ASTM D 2699 and MON (Motor Octane Number) ASTM D 2700. Bioethanol can booster octane number if blended to gasoline. A fuel to a higher octane can be run at a higher compression ratio without causing detonation or knocking engine. Compression is directly related to thermodynamic efficiency but to blended bioethanol can decrease the heating value of the fuel. The design engine on the market had compression ratio specified and needed octane number minimum specified. The experimental using CFR engine and using fuel gasoline in the market with blended bioethanol start from 5% -20% and analysis the relationship octane number after blended bioethanol with value compression ratio gasoline engine at the market. The objective of this research was the effect of blended bioethanol of varying gasoline forward octane number. The effect of blended bioethanol of gasoline between 5%-20% could increase to 11% of gasoline octane 88, 2% of gasoline octane 98.
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8

Ramesh, Subbiah, Ramadas Balakumar, John R. Rizzo y Tony Y. Zhang. "Facile synthesis of 2-azaspiro[3.4]octane". Organic & Biomolecular Chemistry 17, n.º 11 (2019): 3056–65. http://dx.doi.org/10.1039/c9ob00306a.

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Synthesis of 2-azaspiro[3.4]octane was achieved by ring annulation of five-membered as well as four-membered rings. The merits and limitations of the three efficient synthetic methodologies developed are discussed.
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9

Skovsgaard, Signe y Andrew D. Bond. "1,4-Diazoniabicyclo[2.2.2]octane bis(2-chlorobenzoate)". Acta Crystallographica Section E Structure Reports Online 64, n.º 8 (5 de julio de 2008): o1416. http://dx.doi.org/10.1107/s1600536808020096.

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10

Carman, Raymond M. y Roger P. C. Derbyshire. "Azacineole (1,3,3-Trimethyl-2-azabicyclo[2.2.2]octane)". Australian Journal of Chemistry 56, n.º 4 (2003): 319. http://dx.doi.org/10.1071/ch02189.

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11

Wenger, Emmanuel, Laure Moulat, Baptiste Legrand, Muriel Amblard, Monique Calmès y Claude Didierjean. "Crystal structure of Boc-(S)-ABOC-(S)-Ala-(S)-ABOC-(S)-Phe-OBn chloroform monosolvate". Acta Crystallographica Section E Crystallographic Communications 71, n.º 10 (17 de septiembre de 2015): 1193–95. http://dx.doi.org/10.1107/s2056989015016941.

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In the title compound, phenyl (S)-2-[(S)-(1-{2-[(S)-(1-{[(tert-butoxy)carbonyl]amino}bicyclo[2.2.2]octan-2-yl)formamido]propanamido}bicyclo[2.2.2]octan-2-yl)formamido]-3-phenylpropanoate chloroform monosolvate, C42H56N4O7·CHCl3, the α,β-hybrid peptide contains two non-proteinogenic amino acid residues of (S)-1-aminobicyclo[2.2.2]octane-2-carboxylic acid [(S)-ABOC], two amino acid residues of (S)-2-aminopropanoic acid [(S)-Ala] and (S)-2-amino-3-phenylpropanoic acid [(S)-Phe], and protecting groups oftert-butoxycarbonyl (Boc) and benzyl ester (OBn). The tetramer folds into a right-handed mixed 11/9 helix stabilized by intramoleculari,i + 3 andi,i − 1 C=O...H—N hydrogen bonds. In the crystal, the oligomers are linked by N—H...O=C hydrogen bonds into chains along thea-axis direction. The chloroform solvent molecules are intercalated between the folded chainsviaC—H...O=C interactions.
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12

Yu, Zhi-Xiang y Cheng-Hang Liu. "Rh(I)-Catalyzed Intramolecular [3+2] Cycloaddition of trans-2-Allene-Vinylcyclopropanes". Synlett 29, n.º 06 (18 de enero de 2018): 764–68. http://dx.doi.org/10.1055/s-0037-1609199.

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13

Kim, JH, DC Craig, MJ Gallagher y RF Toia. "Reaction of 2-Ethoxy-5-methyl-1,3,2-dioxaphosphorinane-5-methanol 2-Sulfide and 4-Methyl-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane 1-Sulfide With Sulfuryl Chloride: Mechanistic and Stereochemical Considerations". Australian Journal of Chemistry 47, n.º 12 (1994): 2161. http://dx.doi.org/10.1071/ch9942161.

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Treatment of either cis- or trans-2-ethoxy-5-methyl-1,3,2,-dioxaphosphorinane-r-5-methanol 2-sulfide with SO2Cl2 yielded the cyclization product 4-methyl-2,6,7-trioxa-1-phosphabicyclo-[2.2.2]octane 1-oxide. In contrast, treatment of 4-methyl-2,6,7-trioxa-1-phosphabicyclo[2.2.2]-octane 1-sulfide with the same reagent gave stereospecific ring opening to trans-2-chloro-5-methyl-1,3,2-dioxaphosphorinane-r-5-methyl chloride 2-oxide.
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14

Chouri, Marwen y Habib Boughzala. "Crystal structure of the new hybrid material bis(1,4-diazoniabicyclo[2.2.2]octane) di-μ-chlorido-bis[tetrachloridobismuthate(III)] dihydrate". Acta Crystallographica Section E Crystallographic Communications 71, n.º 11 (28 de octubre de 2015): 1384–87. http://dx.doi.org/10.1107/s2056989015019933.

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The title compound bis(1,4-diazoniabicyclo[2.2.2]octane) di-μ-chlorido-bis[tetrachloridobismuthate(III)] dihydrate, (C6H14N2)2[Bi2Cl10]·2H2O, was obtained by slow evaporation at room temperature of a hydrochloric aqueous solution (pH = 1) containing bismuth(III) nitrate and 1,4-diazabicyclo[2.2.2]octane (DABCO) in a 1:2 molar ratio. The structure displays a two-dimensional arrangement parallel to (100) of isolated [Bi2Cl10]4−bioctahedra (site symmetry -1) separated by layers of organic 1,4-diazoniabicyclo[2.2.2]octane dications [(DABCOH2)2+] and water molecules. O—H...Cl, N—H...O and N—H...Cl hydrogen bonds lead to additional cohesion of the structure.
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15

Bhat, Yajnavalkya S., Jagannath Das, Syed Ali, Bharat D. Bhatt y Anand B. Halgeri. "Transformation of ethanolamine to diazabicyclo [2. 2. 2] octane over MFI zeolite". Applied Catalysis A: General 148, n.º 1 (diciembre de 1996): L1—L6. http://dx.doi.org/10.1016/s0926-860x(96)00272-4.

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16

Lalancette, Roger A., Hugh W. Thompson y Andrew P. J. Brunskill. "(±)-trans-3-Benzoylbicyclo[2.2.2]octane-2-carboxylic acid". Acta Crystallographica Section E Structure Reports Online 64, n.º 9 (6 de agosto de 2008): o1664. http://dx.doi.org/10.1107/s1600536808024112.

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17

Chung, John Y. L. y Guo-Jie Ho. "AN IMPROVED PREPARATION OF 2-AZABICYCLO[2.2.2]OCTANE". Synthetic Communications 32, n.º 13 (enero de 2002): 1985–95. http://dx.doi.org/10.1081/scc-120004848.

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18

KUWABARA, Masaki, Hiroyuki MIURA, Koushi FUKUNISHI, Mototeru NOMURA y Hiroki YAMANAKA. "Reactions of Polyfluoroalkyl o-nitrobenzenesulfonates with 1, 4-Diazabicyclo [2. 2. 2] octane". NIPPON KAGAKU KAISHI, n.º 5 (1986): 681–86. http://dx.doi.org/10.1246/nikkashi.1986.681.

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19

Yates, Peter, D. Jean Burnell, Vernon J. Freer y Jeffery F. Sawyer. "Synthesis of cedranoid sesquiterpenes. III. Functionalization at carbon 4". Canadian Journal of Chemistry 65, n.º 1 (1 de enero de 1987): 69–77. http://dx.doi.org/10.1139/v87-012.

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Dimethyl 6,6-dimethyl-5,7-dioxobicyclo[2.2.2]oct-2-ene-2,3-dicarboxylate (8) on irradiation in acetophenone gives dimethyl 6,6-dimethyl-4,7-dioxotricyclo[3.2.1.02,8]octane-1,8-dicarboxylate (13), which on treatment with lithium dimethylcuprate followed by monodecarbomethoxylation gives methyl 4,4-endo-8-trimethyl-3,6-dioxo-cis-bicyclo[3.3.0]octane-1-carboxylate (17). Similar irradiation of dimethyl 4,6,6-trimethyl-5,7-dioxobicyclo[2.2.2]oct-2-ene-2,3-dicarboxylate (24) and its 7,7-ethylenedioxy derivative (25) followed by treatment with DBU and concentrated H2SO4, respectively, gives dimethyl 3-hydroxy-4,4,8-trimethyl-6-oxo-cis-bicyclo[3.3.0]-octa-2,7-diene-1,2-dicarboxylate (30). This, on acetylation, reduction with NaBH4/CeCl3, methanolysis, monodecarbomethoxylation, and hydrogenation, gives methyl endo-6-hydxoxy 4,4-endo-8-trimethyl-3-oxo-cis-bicyclo[3.3.0]octane-1-carboxylate (38), while on reduction with Li/NH3 followed by monodecarbomethoxylation it gives a methyl 6-hydroxy-4,4-exo-8-trimethyl-3-oxo-cis-bicyclo[3.3.0]octane-1-carboxylate (33).
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20

Sridhar, B., K. Ravikumar, M. Mahesh y V. V. Narayana Reddy. "(3Z)-2-Benzyl-3-benzylidene-6-phenyl-2-azabicyclo[2.2.2]octan-5-one". Acta Crystallographica Section E Structure Reports Online 63, n.º 3 (28 de febrero de 2007): o1500—o1501. http://dx.doi.org/10.1107/s1600536807009038.

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In the title compound, C27H25NO, all three rings in the azabicyclo[2.2.2]octane unit adopt a boat conformation. An intermolecular C—H...O interaction forms a characteristic R 2 2(14) motif dimer in the crystal packing.
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21

Xiao, Jing-mei. "1-(2-Bromoethyl)-1,4-diazoniabicyclo[2.2.2]octane bromide tetrafluoroborate". Acta Crystallographica Section E Structure Reports Online 66, n.º 6 (15 de mayo de 2010): o1344. http://dx.doi.org/10.1107/s1600536810017204.

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22

Riaz, Muhammad, Nisar Ullah, Arshad Mehmood, Hafiz Rab Nawaz, Abdul Malik y Nighat Afza. "Furanoid and Furofuranoid Lignans from Daphne oleoides". Zeitschrift für Naturforschung B 55, n.º 12 (1 de diciembre de 2000): 1216–20. http://dx.doi.org/10.1515/znb-2000-1217.

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Furofuranoid lignan (1) and (2) and furanoid lignan (3) have been isolated from Daphne oleoides and their structures elucidated through chemical and spectroscopic studies as 2-(3'- methoxy-4′-O-α-D-galactopyranosylphenyl)-6-(3″-methoxy-4″-hydroxyphenyl)-3,7-dioxabicyclo[ 3.3.0]octane (1), 2-(3′,5′-dimethoxy-4′-O-a-D-galactopyranosylphenyl)-6-(3″-m ethoxy- 4″-hydroxyphenyl)-3,7-dioxabicyclo[3.3.0]octane (2), and 4,9′-dihydroxy-3,3′-dimethoxy-4′- O-β-D-glucopyranosyl-7′,9-epoxylignan (3). Two known lignans (4) and (5) have also been reported for the first time from this species.
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23

PYNE, S. G. y J. SAFAEI-G. "ChemInform Abstract: Synthesis of (+)-(2S)-2-Aminobicyclo(2.2.2)octane-2-carboxylic Acid." ChemInform 27, n.º 32 (5 de agosto de 2010): no. http://dx.doi.org/10.1002/chin.199632240.

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24

KOSUGI, Yoshio, Yoshiaki FURUYA, Masayuki ASANO, Masami TOMIYAMA y Tomoko YAMURA. "Novel Isolated Adducts of 1, 4-Diazabicyclo [2. 2. 2] octane with Organic Acids". Journal of Japan Oil Chemists' Society 39, n.º 8 (1990): 538–41. http://dx.doi.org/10.5650/jos1956.39.8_538.

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25

Kollár, László, Ádám Erdélyi, Haroon Rasheed y Attila Takács. "Selective Synthesis of N-Acylnortropane Derivatives in Palladium-Catalysed Aminocarbonylation". Molecules 26, n.º 6 (23 de marzo de 2021): 1813. http://dx.doi.org/10.3390/molecules26061813.

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The aminocarbonylation of various alkenyl and (hetero)aryl iodides was carried out using tropane-based amines of biological importance, such as 8-azabicyclo[3.2.1]octan-3-one (nortropinone) and 3α-hydroxy-8-azabicyclo[3.2.1]octane (nortropine) as N-nucleophile. Using iodoalkenes, the two nucleophiles were selectively converted to the corresponding amide in the presence of Pd(OAc)2/2 PPh3 catalysts. In the presence of several iodo(hetero)arenes, the application of the bidentate Xantphos was necessary to produce the target compounds selectively. The new carboxamides of varied structure, formed in palladium-catalyzed aminocarbonylation reactions, were isolated and fully characterized. In this way, a novel synthetic method has been developed for the producing of N-acylnortropane derivatives of biological importance.
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26

Gupta, Vijaykumar, Shilpi Kabiraj, Monica Rane y Sujata V. Bhat. "Environmentally benign syntheses of hexahydro-cyclopenta(b)furan and 2-oxabicyclo[3.2.1]octane derivatives". RSC Advances 5, n.º 29 (2015): 22951–56. http://dx.doi.org/10.1039/c4ra14359k.

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27

Fan, Yunchu, Yaozong Duan, Dong Han, Xinqi Qiao y Zhen Huang. "Influences of isomeric butanol addition on anti-knock tendency of primary reference fuel and toluene primary reference fuel gasoline surrogates". International Journal of Engine Research 22, n.º 1 (29 de mayo de 2019): 39–49. http://dx.doi.org/10.1177/1468087419850704.

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The anti-knock tendency of blends of butanol isomers and two gasoline surrogates (primary reference fuels and toluene primary reference fuels) was studied on a single-cylinder cooperative fuel research engine. The effects of butanol molecular structure (n-butanol, i-butanol, s-butanol and t-butanol) and butanol addition percentage on fuel research octane numbers were investigated. The experimental results revealed that butanol addition to either PRF80 or TPRF80 increased research octane numbers, and the research octane numbers of fuel blends showed higher linearity with the molar percentage than with the volumetric percentage of butanol addition. Furthermore, the research octane number boosting effects of butanol isomers were observed to change with the fuel compositions, that is, i-butanol >s-butanol >n-butanol >t-butanol for primary reference fuels and i-butanol >s-butanol >t-butanol >n-butanol for toluene primary reference fuels. In addition, butanol/primary reference fuel blends exhibited higher research octane numbers than butanol/toluene primary reference fuel blends. We thereafter tried to elucidate the underlying fuel combustion kinetics for the observed anti-knock quality of different butanol/gasoline surrogate blends. It was found that the measured research octane numbers of fuel blends showed the best correlation with the calculated ignition delay times at the thermodynamic condition of 770 K and 2 MPa, and the reaction sensitivity analysis in auto-ignition at this condition revealed that the H-abstraction reactions of butanol isomers by OH radical suppressed fuel reactivity, thus elevating the fuel research octane numbers when butanol was added to the gasoline surrogates. Compared with the butanol/primary reference fuel blends, the positive sensitive reactions related to n-heptane were of higher importance, while the inhibitive effects of sensitive reactions related to butanol and iso-octane decreased for the toluene primary reference fuel/butanol blends, thus leading to lower research octane numbers of the toluene primary reference fuel/butanol blends than those of the butanol/primary reference fuel blends.
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28

Saengarun, Chakrapong, Amorn Petsom y Duangamol Nuntasri Tungasmita. "Etherification of Glycerol with Propylene or 1-Butene for Fuel Additives". Scientific World Journal 2017 (2017): 1–11. http://dx.doi.org/10.1155/2017/4089036.

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The etherification of glycerol with propylene over acidic heterogeneous catalysts, Amberlyst-15, S100, and S200 resins, produced mono-propyl glycerol ethers (MPGEs), 1,3-di- and 1,2-di-propyl glycerol ethers (DPGEs), and tri-propyl glycerol ether (TPGE). The propylation of glycerol over Amberlyst-15 yielded only TPGE. The glycerol etherification with 1-butene over Amberlyst-15 and S200 resins produced 1-mono-, 2-mono-, 1,2-di-, and 1,3-di-butyl glycerol ethers (1-MBGE, 2-MBGE, 1,2-DBGE, and 1,3-DBGE). The use of Amberlyst-15 resulted in the propylation and butylation of glycerol with higher yields than those obtained from the S100 and S200 resins. The PGEs, TPGE, and BGEs were evaluated as cold flow improvers and octane boosters. These alkyl glycerol ethers can reduce the cloud point of blended palm biodiesels with diesel. They can increase the research octane number and the motor octane number of gasoline.
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29

Dumitrescu, V., M. M. Budeanu, S. Radu y A. D. Cameniţă. "Densities and viscosities of binary mixtures of 2-methoxy-2-methylpropane withn-octane". Physics and Chemistry of Liquids 53, n.º 2 (28 de octubre de 2014): 242–51. http://dx.doi.org/10.1080/00319104.2014.972554.

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30

Wauters, Iris, Ann De Blieck, Koen Muylaert, Thomas S. A. Heugebaert y Christian V. Stevens. "Synthesis of Epibatidine Analogues Having a 2-Substituted 2-Azabicyclo[2.2.2]octane Skeleton". European Journal of Organic Chemistry 2014, n.º 6 (17 de diciembre de 2013): 1296–304. http://dx.doi.org/10.1002/ejoc.201301397.

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31

Braun, Ingbert, Florian Rudroff, Marko D. Mihovilovic y Thorsten Bach. "Enantiomerenreine Bicyclo[4.2.0]octane durch kupferkatalysierte [2+2]-Photocycloaddition und enantiotopos-differenzierende Ringöffnung". Angewandte Chemie 118, n.º 33 (18 de agosto de 2006): 5667–70. http://dx.doi.org/10.1002/ange.200600946.

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32

van Binst, G., J. C. Nouls y R. H. Martin. "Étude Physico-Chimique de Modèles D'Alcaloides Indoliques I. Considérations préliminaires concernant la structure d'analogues d'alcaloïdes indoliques et de dérivés du bicyclo [2, 2, 2] octane et du 1-azabicyclo [2, 2, 2] octane (quinuclidine)". Bulletin des Sociétés Chimiques Belges 73, n.º 3-4 (2 de septiembre de 2010): 226–40. http://dx.doi.org/10.1002/bscb.19640730309.

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33

Asaoka, Morio, Naoto Ohkura, Masaru Yokota, Syuzo Sonoda y Hisashi Takei. "A New Synthetic Route to Functionalized 2-Azabicyclo[2.2.2]octane". HETEROCYCLES 38, n.º 11 (1994): 2455. http://dx.doi.org/10.3987/com-94-6872.

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34

Reed, Damon D. y Stephen C. Bergmeier. "A Facile Synthesis of a Polyhydroxylated 2-Azabicyclo[3.2.1]octane". Journal of Organic Chemistry 72, n.º 3 (febrero de 2007): 1024–26. http://dx.doi.org/10.1021/jo0619231.

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35

Hiaki, Toshihiko, Kazuteru Tatsuhana, Tomoya Tsuji y Masaru Hongo. "Vapor−Liquid Equilibria of 2-Methyl-1-propanol with Octane". Journal of Chemical & Engineering Data 43, n.º 2 (marzo de 1998): 187–90. http://dx.doi.org/10.1021/je9702145.

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36

Jin, Zhi-Min, Li Li, Bing Tu, Mao-Lin Hu y Mei-Chao Li. "5,5′-Diallylbiphenyl-2,2′-diol–1,4-diazabicyclo[2.2.2]octane (2/1)". Acta Crystallographica Section E Structure Reports Online 61, n.º 9 (17 de agosto de 2005): o2939—o2941. http://dx.doi.org/10.1107/s1600536805025638.

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37

Maso, Michael. "4-Methyl-1-(2-(phenylsulfonyl)ethyl)-2,6,7-trioxabicyclo[2.2.2]octane". Organic Syntheses 92 (2015): 328–41. http://dx.doi.org/10.15227/orgsyn.092.0328.

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38

Chung, John Y. L. y Guo-Jie Ho. "ChemInform Abstract: An Improved Preparation of 2-Azabicyclo[2.2.2]octane." ChemInform 33, n.º 48 (18 de mayo de 2010): no. http://dx.doi.org/10.1002/chin.200248158.

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39

Bélanger, Patrice C. y Claude Dufresne. "Preparation of exo-6-benzyl-exo-2-(m-hydroxyphenyl)-1-dimethylaminomethylbicyclo[2.2.2.]octane. A non-peptide mimic of enkephalins". Canadian Journal of Chemistry 64, n.º 8 (1 de agosto de 1986): 1514–20. http://dx.doi.org/10.1139/v86-248.

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A model for the active conformation of methionine enkephalin was derived from computer modeling. From this model, a target was designed and synthesized using bicyclo[2.2.2]octane as a structural template. Thus, a key intermediate, exo-6-benzoyl-1-carboethoxybicyclo[2.2.2]-2-octene was prepared via a Diels–Alder reaction using ethyl dihydrobenzoate and phenylvinylketone. It was subsequently modified to exo-6-benzyl-1-dimethylaminobicyclo[2.2.2]-2-octene. This intermediate was hydroborated and oxidized to the ketone on which the second aromatic group was introduced using a Grignard reaction, eventually giving rise to the desired target, exo-6-benzyl-exo-2-(m-hydroxyphenyl)-1-dimethylaminobicyclo[2.2.2]octane. Biological testing demonstrated weak activity with this compound.
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40

Wada, Satoko, Masanobu Shimomura, Tomofumi Kikuchi, Hidetaka Yuge y T. Ken Miyamoto. "Robust carbene ruthenium-porphyrin catalysts for cyclopropanation reaction of a wide variety of alkenes". Journal of Porphyrins and Phthalocyanines 12, n.º 01 (enero de 2008): 35–48. http://dx.doi.org/10.1142/s1088424608000066.

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A series of carbene ruthenium-porphyrins [ Ru ( por )(: CR 1 R 2)] ( por = TPP ; R 1 = R 2 = p- C 6 H 4 Cl 2, p- C 6 H 4 Me 3, p- C 6 H 4 Ph 4; R 1 = Ph , R 2 = p- C 6 H 4 Ph 6; R 1 = Ph , R 2 = COPh 7; R 1 = p- C 6 H 4 Me , R 2 = CO (p- C 6 H 4 Me ) 8; R 1 = COMe, R 2 = COPh 9; por = TTP ; R 1 = R2 = Ph 1', COPh 5') were synthesized and characterized. The starting material [ Ru ( por )( CO )] was treated with corresponding diazo compounds N 2 CR 1 R 2 in CH 2 Cl 2 or octane for the diaryl carbene complexes 1', 2-4 and 6, while it was subjected to photolysis in THF , followed by reflux with the diazo compounds for the acyl carbene complexes 5' and 7-9. The compounds were robust in octane under reflux and were able to catalyze cyclopropanation reactions with methyl diazoacetate (MDA) toward a wide variety of alkenes. Monocyclopropanation of 25 alkenes was demonstrated with catalyst 3 in octane under reflux. By reaction with more than equimolar amounts of MDA in the presence of catalyst 9, the first porphyrin-catalyzed biscyclopropanation was attained toward nonconjugated α, ω-dienes, viz. 1,5-hexadiene and 1,7-octadiene.
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41

Ferguson, G., P. I. Coupar y C. Glidewell. "Crystal Engineering Using Bisphenols. Chains, Ladders and Sheets Formed by the Adducts of 1,4-Diazabicyclo[2.2.2]octane with Bisphenols: Structures of Adducts with 4,4'-Isopropylidenediphenol (1/1), 4,4'-Oxodiphenol (1/1) and 4,4'-Thiodiphenol (1/1 and 2/1)". Acta Crystallographica Section B Structural Science 53, n.º 3 (1 de junio de 1997): 513–20. http://dx.doi.org/10.1107/s0108768196014036.

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4,4′-Isopropylidenediphenol-1,4-diazabicyclo[2.2.2]octane (1/1), (1), C15H16O2.C6H12N2, monoclinic, P2/a, a = 11.385 (2), b = 6.5565 (12), c = 13.076 (2) Å, \beta = 96.240 (11)°, with Z = 2; the two components of the adduct, which each lie across twofold axes, are joined into simple chains via O—H...N hydrogen bonds in a motif with graph set C_{2}^2(17). 4,4′-Oxodiphenol-1,4-diazabicyclo[2.2.2]octane (1/1), (2), C12H10O3.C6H12N2, orthorhombic, P212121, a = 9.4222 (11), b = 11.1886 (15), c = 15.694 (2), with Z = 4; the diamine component is disordered by rotation about the N...N vector, having two orientations [populations 0.76 (1) and 0.24 (1)] rotated by 48 (3)° from coincidence: the components are joined into chains via O—H...N hydrogen bonds in a motif with graph set C_{2}^2(17); pairs of these chains are joined into ladders by C—H...O hydrogen bonds in a motif of graph set R_{2}^2(22). 4,4′-Thiodiphenol-l,4-diazabicyclo[2.2.2]octane (1/1), (3), C12H10O2S.C6H12N2, isomorphous, a = 9.5785 (11), b = 11.4525 (13), c = 15.759 (2) Å (and ipso facto isostructural), with (2); the diamine disorder is characterized by two equally populated orientations related by a rotation about the N...N vector of 37.1 (2)° and pairs of chains are now joined into ladders by C—H...S hydrogen bonds. 4,4′-Thiodiphenol-1,4-diazabicyclo[2.2.2]octane (2/1), (5), (C12H10O2S)2.C6H12N2, monoclinic, P21/n, a = 8.3198 (9), b = 11.4006 (13), c = 15.056 (2) Å, \beta = 104.955 (8)°, with Z = 2; the diamine component of the adduct is disordered across a centre of inversion, and the bisphenol components are linked into chains by O—H...O hydrogen bonds in a motif with graph set C(12). These chains form cross-links via the diamine component by means of O—H...N hydrogen bonds in a C_{3}^3(19) motif to yield sheets within which are large hydrogen-bonded rings described by the unusual graph set R_{8}^8(62).
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42

Sujan, SMA, MS Jamal, M. Hossain, M. Khanam y M. Ismail. "Analysis of gas condensate and its different fractions of Bibiyana gas field to produce valuable products". Bangladesh Journal of Scientific and Industrial Research 50, n.º 1 (22 de junio de 2015): 59–64. http://dx.doi.org/10.3329/bjsir.v50i1.23811.

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Physicochemical characteristics of raw gas condensate from Bibiyana gas field, commercial motor spirit, kerosene and diesel fuel as well as products obtained from gas condensate were determined. Experiments were carried out to take apart motor spirit, kerosene and diesel from gas condensate based on boiling ranges. The analysis revealed that collected gas condensate contains more than 50% is motor spirit (regular octane/petrol) in the boiling range of 21-1450C, 23% is kerosene in the boiling range of 140-2210C and 24-25% is diesel in the boiling range of 178-3350C. Remaining 2-3% is found as residue and system loss. The characteristics of different fractions (Motor spirit, Kerosene & Diesel) obtained from condensate are very comparable to commercial products (collected from nearby fuel pump station supplied by Meghna petroleum) and BSTI standard except two properties of petrol (octane number and sulfur content). The octane number of motor spirit is increased by adding 5% of supper octane or ethanol or MTBE.Bangladesh J. Sci. Ind. Res. 50(1), 59-64, 2015
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43

SINGH, MAN y HIDEKI MATSUOKA. "LIQUID–LIQUID INTERFACE STUDY OF HYDROCARBONS, ALCOHOLS, AND CATIONIC SURFACTANTS WITH WATER". Surface Review and Letters 16, n.º 04 (agosto de 2009): 599–608. http://dx.doi.org/10.1142/s0218625x09012986.

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Molecular interaction dynamics at liquid–liquid interface (LLI), involved nondispersive solution as compared with the interaction in bulk phase. Thereby, interfacial tension (IFT, mN/m) of LLI for four saturated hydrocarbons, six alcohols, and three cationic surfactants are reported at 298.15 K. The pentane, hexane, heptane, octane hydrocarbons and pentanol, hexanol, heptanol, 1-octanol, 2-octanol, and 1-decanol alcohols were used and IFT data were compared with 4 mm kg-1 dodecyltrimethylammoniumbromide (DTAB), trimethylsulfoxoniumiodide (TMSOI), methyltrioctylammoniumchloride (MTOAC) surfactants studied in benzene–water LLI. The IFT data are noted as hydrocarbons > DTAB > TMSOI > alcohols > MTOAC. The hydrocarbons and alcohols decreased IFT within 16 to 49% and 87 to 92%, respectively, whereas the surfactants within 78.3 to 95.9%. The alcohols developed interaction similar to surfactants and are denoted as nonionic surfactants for making mixtures of low IFT with hydrophilic and hydrophobic interactions to the level of the surfactants. The pentanol and MTOAC caused similar decrease in IFT so the pentanol developed the hydrophilic and hydrophobic interactions of the strength of MTOAC. Comparatively, the hydrocarbons showed lower decrease but the octane showed 49% decrease in IFT. Thus, the hydrocarbon with longer alkyl chain and the alcohol with shorter behave as good surfactants. The hydrocarbons with inductive effect on sigma bond between carbon atoms in alkyl chain also weakened the IFT and influenced the hydrophobic interactions. The MTOAC with four octyl units reduced 96% IFT so inductive effects monitor LLI dynamics.
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44

Blerk, Charmaine van y Gert J. Kruger. "Octane-1,8-diammonium dichloride monohydrate". Acta Crystallographica Section E Structure Reports Online 63, n.º 11 (10 de octubre de 2007): o4289. http://dx.doi.org/10.1107/s1600536807045990.

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The crystal structure of the title compound, C8H22N2 2+·2Cl−·H2O, exhibits layered stacking in which the organic cations are separated by inorganic layers containing the chloride anions and the water molecules. The diammonium octane chain straddles a centre of inversion and the single water of crystallization sits on a twofold rotation axis. The diammonium octane chains pack in parallel layers with every second hydrocarbon layer alternating in a staggered configuration with respect to the previous layer. The three-dimensional hydrogen-bonding network links the organic and inorganic layers together in a highly intricate and complex manner. The torsion angles of the hydrocarbon chain deviate from 180° as a result of hydrogen-bonding interactions to the water molecule and the surrounding chloride anions.
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45

Gainsford, G. J., P. C. Tyler y R. H. Furneaux. "(1R,2S,4R)-2-Benzyloxy-4-methoxy-5-(1-methylethyl)-6,8-dioxabicyclo[3.2.1]octane and (1R,2S,4R)-2-Benzyloxy-4-methoxy-2-methyl-6,8-dioxabicyclo[3.2.1]octane". Acta Crystallographica Section C Crystal Structure Communications 52, n.º 5 (15 de mayo de 1996): 1274–77. http://dx.doi.org/10.1107/s0108270195015964.

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46

Liu, Ling, Chen Zhao, Li Li, Liangdong Guo y Yongsheng Che. "Pestalotriols A and B, new spiro[2.5]octane derivatives from the endophytic fungus Pestalotiopsis fici". RSC Advances 5, n.º 96 (2015): 78708–11. http://dx.doi.org/10.1039/c5ra14009a.

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47

Morita, Hagino, Ryo Tsunashima, Sadafumi Nishihara y Tomoyuki Akutagawa. "Doping of metal-free molecular perovskite with hexamethylenetetramine to create non-centrosymmetric defects". CrystEngComm 22, n.º 13 (2020): 2279–82. http://dx.doi.org/10.1039/d0ce00173b.

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48

Kim, JH, MJ Gallagher y RF Toia. "Methanolysis of 4-Methyl-2,6,7-trioxa-1-phospha-bicyclo[2.2.2]octane 1-Oxide and 1-Sulfide: Mechanistic and Stereochemical Considerations". Australian Journal of Chemistry 47, n.º 4 (1994): 715. http://dx.doi.org/10.1071/ch9940715.

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Methanolysis of 4-methyl-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane 1-oxide and 4-methyl-2,6,7- trioxa-1-phosphabicyclo[2.2.2]octane 1-sulfide have been studied by 31P n.m.r. spectroscopy. The trans-2-methoxy-5-methyl-1,3,2-dioxaphosphorinane-r-5-methanol 2-oxide and trans-2-methoxy-5-methyl-1,3,2-dioxaphosphorinane-r-5-methanol 2-sulfide are the initially formed products, respectively, but with time a product mixture comprising the trans- and cis -isomers and the acyclic dimethyl phosphate is formed. Methanolysis of the isolated trans-isomer, and of the isolated acyclic dimethyl phosphate under the same reaction conditions, suggests that the cis -isomer results from a recyclization reaction, rather than from the alternative ring opening of the bicyclic compound.
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49

Reddy, Leleti Rajender, Yogesh Waman, Priya Kallure, Kumara Swamy Nalivela, Zubeda Begum, Thumbar Divya y Sharadsrikar Kotturi. "Asymmetric synthesis of 1-substituted 2-azaspiro[3.3]heptanes: important motifs for modern drug discovery". Chemical Communications 55, n.º 35 (2019): 5068–70. http://dx.doi.org/10.1039/c9cc00863b.

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Highly diastereoselective addition of ethyl cyclobutanecarboxylate anions to Davis–Ellman's imines is reported. This methodology affords the preparation of enantiomerically and diastereomerically pure 1-substituted 2-azaspiro[3.3]heptanes, 1-substituted 2-azaspiro[3.4]octane and 1-substituted 2-azaspiro[3.5]nonane.
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50

Brisdon, Alan K., Abeer M. T. Muneer y Robin G. Pritchard. "Halogen bonding in a series of Br(CF2) n Br–DABCO adducts (n = 4, 6, 8)". Acta Crystallographica Section C Structural Chemistry 73, n.º 11 (6 de octubre de 2017): 874–79. http://dx.doi.org/10.1107/s2053229617013663.

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Halogen bonding (XB) is a highly-directional class of intermolecular interactions that has been used as a powerful tool to drive the design of crystals in the solid phase. To date, the majority of XB donors have been iodine-containing compounds, with many fewer involving brominated analogues. We report the formation of adducts in the vapour phase from a series of dibromoperfluoroalkyl compounds, BrCF2(CF2) n CF2Br (n = 2, 4, 6), and 1,4-diazabicyclo[2.2.2]octane (DABCO). Single-crystal X-ray diffraction studies of the colourless crystals identified 1,4-diazabicyclo[2.2.2]octane–1,4-dibromoperfluorobutane (1/1), C4Br2F8·C6H12N2, (I), 1,4-diazabicyclo[2.2.2]octane–1,6-dibromoperfluorohexane (1/1), C6Br2F12·C6H12N2, (II), and 1,4-diazabicyclo[2.2.2]octane–1,8-dibromoperfluorooctane (1/1), C8Br2F16·C6H12N2, (III), each of which displays a one-dimensional halogen-bonded network. All three adducts exhibit N...Br distances less than the sum of the van der Waals radii, with butane analogue (I) showing the shortest N...Br halogen-bond distances yet reported between a bromoperfluorocarbon and a nitrogen base [2.809 (3) and 2.818 (3) Å], which are 0.58 and 0.59 Å shorter than the sum of the van der Waals radii.
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