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Journal articles on the topic 'Solvolysis. Chlorine'

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Published: 4 June 2021

Last updated: 3 February 2022

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1

McLennan, Duncan J., Allan R. Stein, and Brian Dobson. "Chlorine isotope effects in the solvolysis of substituted 1-phenylethyl chlorides." Canadian Journal of Chemistry 64, no. 6 (1986): 1201–5. http://dx.doi.org/10.1139/v86-199.

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Kinetic chlorine isotope effects attending the solvolysis of several ring-substituted 1-phenylethyl chlorides in alcohol–water solvent mixtures are reported. The k35/k37 values are insensitive to the identity of ring substituents and to solvent composition. Results are interpreted in terms of an SN1 heterolytic process incorporating a significant amount of internal return. Theoretical calculations suggest that the incipient chloride ion in the transition state may be strongly hydrogen-bonded.

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2

D’Souza, Malcolm J., Jeremy Wirick, Osama Mahmoud, Dennis N. Kevill, and Jin Burm Kyong. "The Influence of a Terminal Chlorine Substituent on the Kinetics and the Mechanism of the Solvolyses of n-Alkyl Chloroformates in Hydroxylic Solvents." International Journal of Molecular Sciences 21, no. 12 (2020): 4387. http://dx.doi.org/10.3390/ijms21124387.

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A previous study of the effect of a 2-chloro substituent on the rates and the mechanisms of the solvolysis of ethyl chloroformate is extended to the effect of a 3-chloro substituent on the previously studied solvolysis of propyl chloroformate and to the effect of a 4-chloro substituent on the here reported rates of solvolysis of butyl chloroformate. In each comparison, the influence of the chloro substituent is shown to be nicely consistent with the proposal, largely based on the application of the extended Grunwald–Winstein equation, of an addition-elimination mechanism for solvolysis in the

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3

Park, Kyoung-Ho, Chan Joo Rhu, Jin Burm Kyong, and Dennis N. Kevill. "The Effect of the ortho Nitro Group in the Solvolysis of Benzyl and Benzoyl Halides." International Journal of Molecular Sciences 20, no. 16 (2019): 4026. http://dx.doi.org/10.3390/ijms20164026.

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A kinetic study was carried out on the solvolysis of o-nitrobenzyl bromide (o-isomer, 1) and p-nitrobenzyl bromide (p-isomer, 3), and o-nitrobenzoyl chloride (o-isomer, 2) in a wide range of solvents under various temperatures. In all of the solvents without aqueous fluoroalcohol, the reactions of 1 were solvolyzed at a similar rate to those observed for 3, and the reaction rates of 2 were about ten times slower than those of the previously studied p-nitrobenzoyl chloride (p-isomer, 4). For solvolysis in aqueous fluoroalcohol, the reactivity of 2 was kinetically more reactive than 4. The l/m v

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4

Park, Kyoung Ho, Mi Hye Seong, Jin Burm Kyong, and Dennis N. Kevill. "Rate and Product Studies with 1-Adamantyl Chlorothioformate under Solvolytic Conditions." International Journal of Molecular Sciences 22, no. 14 (2021): 7394. http://dx.doi.org/10.3390/ijms22147394.

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A study was carried out on the solvolysis of 1-adamantyl chlorothioformate (1-AdSCOCl, 1) in hydroxylic solvents. The rate constants of the solvolysis of 1 were well correlated using the Grunwald–Winstein equation in all of the 20 solvents (R = 0.985). The solvolyses of 1 were analyzed as the following two competing reactions: the solvolysis ionization pathway through the intermediate (1-AdSCO)+ (carboxylium ion) stabilized by the loss of chloride ions due to nucleophilic solvation and the solvolysis–decomposition pathway through the intermediate 1-Ad+Cl− ion pairs (carbocation) with the loss

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5

D’Souza, Malcolm J., Zoon Ha Ryu, Byoung-Chun Park та Dennis N. Kevill. "Correlation of the rates of solvolysis of acetyl chloride and α-substituted derivatives". Canadian Journal of Chemistry 86, № 5 (2008): 359–67. http://dx.doi.org/10.1139/v08-028.

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Additional specific rates of solvolysis have been determined for acetyl chloride and diphenylacetyl chloride. These are combined with literature values to carry out correlation analyses, using the extended Grunwald–Winstein equation with incorporation of literature values for solvent nucleophilicity (NT) and solvent ionizing power (YCl). Parallel analysis are carried out using literature values for the specific rates of solvolysis of trimethylacetyl chloride, chloroacetyl chloride, phenylacetyl chloride, and α-methoxy-α-trifluoromethylphenylacetyl chloride (MTPAC). Chloroacetyl chloride and MT

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6

Mollin, Jiří, Pavlína Staňková, and Oldřiška Staňková. "The evidence and applications of equilibria between hydroxide and alkoxide ions in aqueous-alcoholic systems." Collection of Czechoslovak Chemical Communications 55, no. 11 (1990): 2614–23. http://dx.doi.org/10.1135/cccc19902614.

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The composition of solvolysis products of butyl bromide, acetanhydride, and benzoyl chloride has been followed aqueous alcohol in alkaline and (except for butyl bromide) also in neutral regions. The results have been used as a piece of evidence of the existence of equilibrium between hydroxide and alkoxide ions and for evaluation of the possibility of calculation of the concentration ratio of hydroxide and alkoxide ions from the concentration ratios of the products as well as for evaluation of selectivities of the solvolytic reactions for mechanistic purposes.

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7

Bolton, R., RE Burley, and NJ Williams. "Stabilities of Carbonium-Ions. IV. Steric Effects in the Solvolysis of Substituted Diphenylmethyl Chlorides." Australian Journal of Chemistry 39, no. 4 (1986): 625. http://dx.doi.org/10.1071/ch9860625.

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The replacement of ortho-hydrogen atoms by methyl groups in diphenylmethyl chloride has three distinguishable results upon the rate of solvolysis . Firstly, the alkyl groupactivates by its electronic effect; secondly, steric interactions diminish all observed substituent effects regardless of the position of the substituent in the aryl system; and thirdly, steric acceleration of the solvolysis can be seen in the rate of reaction of bis (2,6-dimethylphenyl)methyl chloride. The ortho-methyl substituents inhibit the formation of the planar transition state necessary to allow the greatest resonanc

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8

D'Souza, Malcolm J., Anthony M. Darrington, and Dennis N. Kevill. "On the Importance of the Aromatic Ring Parameter in Studies of the Solvolyses of Cinnamyl and Cinnamoyl Halides." Organic Chemistry International 2010 (June 29, 2010): 1–9. http://dx.doi.org/10.1155/2010/130506.

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In solvolysis studies using Grunwald-Winstein plots, dispersions were observed for substrates with aromatic rings at the α-carbon. Several examples for the unimolecular solvolysis of monoaryl benzylic derivatives and related diaryl- or naphthyl-substituted derivatives have now been reported, where the application of the aromatic ring parameter (I) removes this dispersion. A recent claim suggesting the presence of an appreciable nucleophilic component to the I scale has now been shown, in a review of the solvolysis of highly-hindered alkyl halides, to be unlikely to be correct. Attention is now

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9

Mclure, FI, RK Norris, and K. Wilson. "Nucleophilic Substitution Reactions of Thienyl Neopentyl Substrates." Australian Journal of Chemistry 40, no. 1 (1987): 49. http://dx.doi.org/10.1071/ch9870049.

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The reaction of the chlorides (4)-(6), which are both neopentylic and thenylic , were studied. The chloride (4), unlike its analogue (13) in the benzene series, undergoes ready solvolysis with alcohols to give the corresponding ethers, e.g. (7)-(9). The chlorides (5) and (6) react more slowly than (4) but undergo methanolysis to give the methyl ethers (11) and (12) respectively. In the dipolar aprotic solvents, dimethyl sulfoxide and dimethylformamide, the reactions of the chlorides (4), (5) and (6) with the thiolate salt (16) appear to proceed by an SN1-like, an SN(AEAE) and an SRNl process r

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10

Kevill, Dennis N., and Malcolm J. D'Souza. "Concerning the Extents of Nucleophilic Participation in Solvolyses of p-Methoxybenzyl Halides." Journal of Chemical Research 23, no. 5 (1999): 336–37. http://dx.doi.org/10.1177/174751989902300520.

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The solvolyses of p-methoxybenzyl chloride (1) in 39 solvents are well correlated using an extended form of the Grunwald-Winstein equation; a claim that nucleophilic participation is greater than in the solvolyses of the corresponding bromide 2 is discussed.

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11

Harsanyi, MC, та RK Norris. "Substitution Reactions of α-Alkyl 4- and 5-Nitropyrrol-2-ylmethyl Derivatives". Australian Journal of Chemistry 40, № 12 (1987): 2063. http://dx.doi.org/10.1071/ch9872063.

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The α-t-butyl 4- and 5-nitropyrrol-2-yl chlorides (5b) and (6b) react with azide, thiocyanate and p- toluenethiolate ions in dimethylformamide through cationic species in an SN 1-type process, rather than by the SRNl or SN(AEAE) processes, by which their analogues in the benzene, furan or thiophen systems react. These reactions are so facile that they take place in the aqueous dimethylformamide solutions produced during the workup of reaction mixtures. Solvolysis of (5b) or (6b) in methanol produces high yields of the corresponding methyl ethers (5f) and (6f) The chloride (6b) reacts with meth

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12

Cristol, Stanley J., Dieter Braun, George C. Schloemer, and Bart J. Vanden Plas. "Photochemical transformations. 42. Photoreactions of certain bridged bicyclic and tricyclic chlorides and bromides containing aromatic chromophores." Canadian Journal of Chemistry 64, no. 6 (1986): 1081–84. http://dx.doi.org/10.1139/v86-181.

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Irradiations of a number of bicyclic and tricyclic bromides and chlorides containing aromatic rings have been carried out. With the allylic chlorides 2-Cl and 3-Cl, triplet-sensitized photoreactions in acetone (or in acetonitrile with acetophenone sensitizer) lead to allylic scrambling and allyl-to-cyclopropyl isomerization to 5-Cl, while the corresponding bromides, under similar conditions, give allylic scrambling, photo-Wagner–Meerwein rearrangement, and photosolvolysis, but no allyl-to-cyclopropyl isomerization. The differences in reaction types are ascribed to the requirement for intramole

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13

Ryu, Zoon-Ha, and Kyoung-Ho Park. "Mechanistic Analysis of 4-Methylthiobenzoyl Chloride in Solvolysis." Bulletin of the Korean Chemical Society 37, no. 4 (2016): 561–65. http://dx.doi.org/10.1002/bkcs.10726.

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14

Voss, Jürgen, Kerstin Polchow-Stein та Gunadi Adiwidjaja. "Preparation and conformation of 3,4-anhydro-1,2-O-isopropylidene-5-O-mesyl-β-d-tagatopyranose and methyl 4-chloro-4-deoxy-1,3,5-tri-O-mesyl-β-d-fructopyranoside". Zeitschrift für Naturforschung B 71, № 7 (2016): 789–93. http://dx.doi.org/10.1515/znb-2015-0204.

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AbstractThe treatment of 3-O-acetyl-1,2-O-isopropylidene-4,5-di-O-methanesulfonyl-β-d-fructopyranose with sodium methoxide led to the crystalline epoxy-sugar 3,4-anhydro-1,2-O-isopropylidene-5-O-methanesulfonyl-β-d-tagatopyranose, the structure of which was determined by X-ray diffraction. Solvolysis of the epoxide with methanolic hydrogen chloride and subsequent mesylation gave methyl 4-chloro-4-deoxy-1,3,5-tri-O-methanesulfonyl-β-d-fructopyranoside which was also characterized by X-ray structure determination.

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15

Kevill, Dennis N., Jin Burm Kyong, and Frederick L. Weitl. "Solvolysis-decomposition of 1-adamantyl chloroformate: evidence for ion pair return in 1-adamantyl chloride solvolysis." Journal of Organic Chemistry 55, no. 14 (1990): 4304–11. http://dx.doi.org/10.1021/jo00301a019.

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16

de La Mare, P. B. D., D. Muriel Hall, and Elizabeth Mauger. "Some aspects of the solvolysis of 1-phenylethyl chloride." Recueil des Travaux Chimiques des Pays-Bas 87, no. 12 (2010): 1394–414. http://dx.doi.org/10.1002/recl.19680871209.

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17

Nishikaze, O., and J. Iwata. "Direct determination of sulfate conjugates of 17-oxosteroids in urine by liquid chromatography." Clinical Chemistry 32, no. 5 (1986): 835–39. http://dx.doi.org/10.1093/clinchem/32.5.835.

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Abstract We describe a new liquid-chromatographic method with fluorescence detection for direct simultaneous determination of four urinary sulfate conjugates of 17-oxosteroids (17OS), without use of solvolysis or enzymatic hydrolysis. The 17OS sulfates in urine samples are extracted with benzene as ion pairs in the presence of benzyltributylammonium chloride. These ion pairs are converted to hydrazones by use of dansyl hydrazine in trichloroacetic acid solution and then are separated by liquid chromatography. The proposed method, being simple and rapid, shows a good separation of 17OS sulfates

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18

D‘Souza, Malcolm J., Mary E. Stant-Boggs, Robin White, and Dennis N. Kevill. "Correlation of the rates of solvolysis of 2-thiophenecarbonyl chloride." Journal of Chemical Research 2003, no. 12 (2003): 775–77. http://dx.doi.org/10.3184/030823403322840341.

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19

Kevill, Dennis N., and Malcolm J. D'Souza. "Application of the NT Solvent Nucleophilicity Scale to Attack at Sulfur: Solvolyses of Benzenesulfonyl Chlorides." Collection of Czechoslovak Chemical Communications 64, no. 11 (1999): 1790–96. http://dx.doi.org/10.1135/cccc19991790.

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The specific rates of solvolysis of benzenesulfonyl chloride and three 4-substituted derivatives can be very well correlated using the extended Grunwald-Winstein equation, with incorporation of NT solvent nucleophilicity and YCl solvent ionizing power values. In two instances, it was shown that almost identical correlations were obtained after the incorporation of methyl groups into the 2- and 6-positions of the benzene ring. No evidence was found for a dissociative (SN1) mechanism or for a duality of mechanism. All of the results can be rationalized in terms of a concerted bimolecular displac

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20

Butin, K. P., T. V. Magdesieva, A. Z. Voskoboinikov, and O. A. Reutov. "Autocatalytic solvolytic demercuration of 4-methoxybenzylmercuric chloride." Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 36, no. 5 (1987): 1017–21. http://dx.doi.org/10.1007/bf00956358.

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21

Choi, Hojune, HanJoong Koh, Kiyull Yang, and InSun Koo. "Studies of Solvolyses of Biphenyl-4-carbonyl Chloride by Extended Grunwald-Winstein Equation." Journal of the Korean Chemical Society 60, no. 1 (2016): 16–20. http://dx.doi.org/10.5012/jkcs.2016.60.1.16.

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22

Kim, Soo Ryeon, Hojune Choi, Jong Keun Park, In Sun Koo, and Han Joong Koh. "Product-Rate Correlations for Solvolyses of 2,4-Dimethoxybenzenesulfonyl Chloride." Bulletin of the Korean Chemical Society 35, no. 1 (2014): 51–56. http://dx.doi.org/10.5012/bkcs.2014.35.1.51.

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23

Koo, In Sun, Sun Kyoung An, Kiyull Yang, Ikchoon Lee, and T. William Bentley. "Correlation of the rates of solvolyses of cinnamyl chloride." Journal of Physical Organic Chemistry 15, no. 11 (2002): 758–64. http://dx.doi.org/10.1002/poc.550.

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24

Mollin, Jiří, Zdeněk Pavelek, and František Kašpárek. "Ratio of lyate ions activities in two-components protogenic solvents." Collection of Czechoslovak Chemical Communications 52, no. 5 (1987): 1115–30. http://dx.doi.org/10.1135/cccc19871115.

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Kinetic method for the evaluation of lyate ions activities in two-component protogenic solvents has been discussed. Spectral methods for the measurement of equilibria between alkoxide and hydroxide ions have been compared. A correlation between dissociation constants of water and of weak organic acids in solvent mixtures has been found. By means of this correlation, ratios of lyate ions activities in water-ethanol and water-2-propanol mixtures have been calculated. These activity ratios, together with the known composition of reaction products, have been used to evaluate the selectivity of the

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25

D'Souza, Malcolm J., Dennis N. Kevill, T. William Bentley, and Angela C. Devaney. "Kinetics and Selectivities for the Solvolysis of N,N-Diphenylcarbamoyl Chloride." Journal of Organic Chemistry 60, no. 6 (1995): 1632–37. http://dx.doi.org/10.1021/jo00111a022.

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26

Kevill, Dennis N., Zoon Ha Ryu, Monica A. Niedermeyer, Fumie Koyoshi, and Malcolm J. D'Souza. "Rate and product studies in the solvolyses of methanesulfonic anhydride and a comparison with methanesulfonyl chloride solvolyses." Journal of Physical Organic Chemistry 20, no. 6 (2007): 431–38. http://dx.doi.org/10.1002/poc.1168.

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27

Choi, Ho-June, Han-Joong Koh, Dildar Ali, Ki-Yull Yang, and In-Sun Koo. "Rate-Product Correlations for the Solvolysis of 5-Nitro-2-Furoyl Chloride." Bulletin of the Korean Chemical Society 33, no. 10 (2012): 3293–97. http://dx.doi.org/10.5012/bkcs.2012.33.10.3293.

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28

Kevill, Dennis N., and Veena Upadhyay. "Solvolysis-decomposition ofN-1-adamantyl-N-p-tolylcarbamoyl chloride in hydroxylic solvents." Journal of Physical Organic Chemistry 10, no. 8 (1997): 600–606. http://dx.doi.org/10.1002/(sici)1099-1395(199708)10:8<600::aid-poc928>3.0.co;2-q.

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29

Liu, Kwang-Ting, Yeh-Fang Duann, and Su-Jiun Hou. "Nucleophilic solvent participation in the solvolysis of 4-methoxybenzyl bromide and chloride." Journal of the Chemical Society, Perkin Transactions 2, no. 10 (1998): 2181–86. http://dx.doi.org/10.1039/a802518e.

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30

Dionísio, Madalena S., Joaquim J. Moura Ramos, and Raquel M. Gonçalves. "The enthalpy and entropy of cavity formation in liquids and Corresponding States Principle." Canadian Journal of Chemistry 68, no. 11 (1990): 1937–49. http://dx.doi.org/10.1139/v90-299.

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A new method to calculate the enthalpy and entropy of cavity formation in liquids is proposed. The reference cavity formation process is identified with the vaporization of liquid in the absence of order and Corresponding States Principle is used to eliminate the order contribution to vaporization enthalpy. The proposed method agrees very well with Claverie's modification of the Pierotti's method but strongly disagrees with the Sinanoglu's method, particularly in the context of entropy of cavity formation.The new method is checked by applying it to the description of solution process in alkane

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31

NEELAKUMARI, S., and G. RAVEENDRAN. "A Mechanistic Approach on the Solvolysis of Cinnamoyl Chloride in the Presence and Absence of Mercuric Chloride Catalyst." Oriental Journal Of Chemistry 29, no. 1 (2013): 341–46. http://dx.doi.org/10.13005/ojc/290155.

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32

Koh, Han Joong, and Suk Jin Kang. "Correlation of Rates of Solvolysis of Diphenylacetyl Chloride Using Extended Grunwald-Winstein Equation." Bulletin of the Korean Chemical Society 36, no. 10 (2015): 2429–33. http://dx.doi.org/10.1002/bkcs.10465.

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33

Gajewski, Joseph J. "Is thetert-Butyl Chloride Solvolysis the Most Misunderstood Reaction in Organic Chemistry? Evidence Against Nucleophilic Solvent Participation in thetert-Butyl Chloride Transition State and for Increased Hydrogen Bond Donation to the 1-Adamantyl Chloride Solvolysis Transition State." Journal of the American Chemical Society 123, no. 44 (2001): 10877–83. http://dx.doi.org/10.1021/ja010600d.

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34

Koh, Han Joong, Suk Jin Kang, and Dennis N. Kevill. "Reaction Mechanism Studies of Solvolytic Displacement of Chloride from Phosphorus." Phosphorus, Sulfur, and Silicon and the Related Elements 183, no. 2-3 (2008): 364–68. http://dx.doi.org/10.1080/10426500701734943.

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35

Lomas, John S., Malcolm J. D'Souza, and Dennis N. Kevill. "Extremely Large Acceleration of the Solvolysis of 1-Adamantyl Chloride upon Incorporation of a Spiro Adamantane Substituent: Solvolysis of 1-Chlorospiro[adamantane-2,2'-adamantane]." Journal of the American Chemical Society 117, no. 21 (1995): 5891–92. http://dx.doi.org/10.1021/ja00126a045.

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36

Thiare, Diène Diègane, Abdourakhmane Khonté, Diegane Sarr, et al. "Solvolysis kinetic study and direct spectrofluorimetric analysis of the fungicide benomyl in natural waters." Macedonian Journal of Chemistry and Chemical Engineering 33, no. 2 (2014): 237. http://dx.doi.org/10.20450/mjcce.2014.513.

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<p>A direct spectrofluorimetric method for the quantitative analysis of benomyl in natural waters is described. Benomyl is an instable, fluorescent fungicide that mainly decomposes into carbendazim and n-butyl-isocyanate in organic and aqueous solutions. The kinetics of benomyl solvolysis reactions were investigated in organic solvents (methanol and acetonitrile) and in aqueous solvent systems, including β–cyclodextrin (β-CD), sodium dodecyl sulfate (SDS), dodecyltrimethylammonium chloride (DTAC), cetyltrimethylammonium chloride (CTAC), cetyltrimethylammonium hydroxide (CTAOH), Brij-700,

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37

D'Souza, Malcolm J., Mary E. Boggs, and Dennis N. Kevill. "Correlation of the rates of solvolysis of 2-furancarbonyl chloride and three naphthoyl chlorides." Journal of Physical Organic Chemistry 19, no. 3 (2006): 173–78. http://dx.doi.org/10.1002/poc.1010.

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38

Juri?, Sandra, and Olga Kronja. "Cases of pronounced extended ?,n-participation in solvolysis oftert-butyl and benzyl chloride derivatives." Journal of Physical Organic Chemistry 18, no. 4 (2005): 368–72. http://dx.doi.org/10.1002/poc.853.

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39

Choi, Hojune, Kiyull Yang, Han Joong Koh, and In Sun Koo. "Kinetic Study on Solvolysis of 2-Methylfuran-3-carbonyl Chloride in Binary Solvent Mixtures." Bulletin of the Korean Chemical Society 38, no. 3 (2017): 320–23. http://dx.doi.org/10.1002/bkcs.11084.

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40

Choi, Hojune, and In Sun Koo. "Mechanistic Study of the Solvolysis of Piperidine-1-sulfonyl chloride in Binary Solvent Mixtures." Bulletin of the Korean Chemical Society 38, no. 9 (2017): 1105–8. http://dx.doi.org/10.1002/bkcs.11217.

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41

Bolton, Judy L., and Robert A. McClelland. "Azide ion trapping and lifetime in aqueous solution of a primary carbenium ion stabilized by a 2-imidazoyl ring." Canadian Journal of Chemistry 67, no. 7 (1989): 1139–43. http://dx.doi.org/10.1139/v89-171.

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2-Chloromethyl-1-methylimidazole undergoes a pH-dependent aqueous hydrolysis with the neutral substrate being the reactive species, and the imidazole-protonated form (pKa = 5.7) unreactive. Addition of sodium chloride retards the hydrolysis, evidence that there is a free carbenium ion intermediate (the common ion effect). The rate constant ratio Kcl/Kw for the reactions of this cation with the added chloride and with the solvent is 7.4 M−1. Further evidence for a free cation is the observation of the 2-azidomethyl product when the hydrolysis is carried out with sodium azide present, but with n

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42

Janeba, Zlatko, Noha Maklad, and Morris J. Robins. "Synthesis of 6-(alkoxymethyl)- and 6-(alkylsulfanylmethyl)furo[2,3-d]pyrimidin-2(3H)-one analogues." Canadian Journal of Chemistry 84, no. 4 (2006): 561–68. http://dx.doi.org/10.1139/v06-042.

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Treatment of 6-(hydroxymethyl)furo[2,3-d]pyrimidin-2(3H)-one (2) with 1-iodoalkanes and potassium carbonate resulted in predominant formation of N3 (and minor amounts of O2) alkylated regioisomers. Treatment of the 3-alkyl products (3) with thionyl chloride gave highly reactive 6-chloromethyl intermediates (5). Direct solvolysis of 5 in alcohol solutions (~50 °C) produced 3-alkyl-6-(alkoxymethyl)furopyrimidin-2(3H)-ones (6), whereas extensive decomposition of 5 occurred with added base promoters. Sonication of 5 with sodium thioacetate in acetonitrile gave the air-stable 6-(alkylsulfanylmethyl

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43

Park, Kyoung-Ho, and Dennis N. Kevill. "The importance of the ortho effect in the solvolyses of 2,6-difluorobenzoyl chloride." Journal of Physical Organic Chemistry 25, no. 3 (2011): 267–70. http://dx.doi.org/10.1002/poc.1906.

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44

Kinoshita, Tomomi, Hiroshi Ueda, and Ken'ichi Takeuchi. "The acetolysis of 2,2-dimethyl-1-(p-methoxyphenyl)propyl chloride.—The first example of SN2C+-type solvolysis under typical solvolysis conditions in the absence of additives." J. Chem. Soc., Perkin Trans. 2, no. 4 (1993): 603–4. http://dx.doi.org/10.1039/p29930000603.

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45

Salmar, Siim, Jaak Järv, Tiina Tenno, and Ants Tuulmets. "Role of water in determining organic reactivity in aqueous binary solvents." Open Chemistry 10, no. 5 (2012): 1600–1608. http://dx.doi.org/10.2478/s11532-012-0080-8.

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AbstractKinetic data for organic reactions in various binary water-organic solvent mixtures were collected and quantitatively analysed in terms of linear-free-energy relationships by using tert-butyl chloride (2-chloro-2-methylpropane) solvolysis as the reference system. Linear similarity plots for these kinetic data were determined for solvent systems ranging from pure water mixtures up to considerable amount of cosolvent, and 161 similarity coefficients were calculated from slopes of these plots. The existence of these linear plots demonstrated that the solvent effects are of some common nat

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46

Anderson, Craig, and André L. Beauchamp. "1H NMR study of the solvolysis of the paramagnetic tetrachloro-bis(imidazole)ruthenium(III) anion in water, methanol, and dimethyl sulfoxide." Canadian Journal of Chemistry 73, no. 4 (1995): 471–82. http://dx.doi.org/10.1139/v95-062.

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The 1H NMR signals of the Ru(III) species present in solution are considerably broadened and shifted by paramagnetism, but they can be used to follow chloride displacement in the trans-[RuCl4Im2]− ion. This anion remains predominant for several hours at room temperature in D2O, but its signals are progressively replaced by those of a monoaqua [RuCl3(D2O)Im2] complex. Over a period of days, two new sets of peaks appear, corresponding to two isomers of [RuCl2(D2O)2Im2]+. The same behaviour is observed for the 1-methyl-and 4-methylimidazole analogues. These reactions can be driven backwards by ad

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Kim, Ran, Dildar Ali, Jong-Pal Lee, Ki-Yull Yang, and In-Sun Koo. "Correlation of the Rates of Solvolysis of 4-Morpholinecarbonyl Chloride Using the Extended Grunwald-Winstein Equation." Bulletin of the Korean Chemical Society 31, no. 7 (2010): 1963–67. http://dx.doi.org/10.5012/bkcs.2010.31.7.1963.

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Choi, Ho-June, Dildar Ali, Jong-Pal Lee, Ki-Yull Yang, Jong-Keun Park, and In-Sun Koo. "Correlation of the Rates of Solvolysis of 1-Piperidincarbonyl Chloride Using the Extended Grunwald-Winstein Equation." Bulletin of the Korean Chemical Society 32, no. 11 (2011): 3941–46. http://dx.doi.org/10.5012/bkcs.2011.32.11.3941.

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Pawlak, Tomasz, Daria Niedzielska, Jan Vícha, Radek Marek, and Leszek Pazderski. "Dimeric Pd(II) and Pt(II) chloride organometallics with 2-phenylpyridine and their solvolysis in dimethylsulfoxide." Journal of Organometallic Chemistry 759 (June 2014): 58–66. http://dx.doi.org/10.1016/j.jorganchem.2014.02.016.

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Kevill, Dennis N., Todd M. Rudolph, and Malcolm J. D'Souza. "Solvolysis ofN,N-dimethylthiocarbamoyl chloride: effect of sulfur-for-oxygen substitution upon kinetics and product partitioning." Journal of Physical Organic Chemistry 13, no. 4 (2000): 192–96. http://dx.doi.org/10.1002/(sici)1099-1395(200004)13:4<192::aid-poc228>3.0.co;2-k.

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