Bull. Chem. Soc. Japan. 1989; 62:2111?113. 52. Sandosky, B.; D’Souza, MJ.; Kevill, DN. Abstracts of Papers in the American Chemical Society (Vol. 241). Vol. 1155. 16th ST, NW, Washington, DC 20036 USA: 2011 Mar. Correlation of theNIH-PA Author Manuscript NIH-PA Author Manuscript NIH-PA Author ManuscriptCan Chem Trans. Author manuscript; offered in PMC 2014 May well 06.D’Souza et al.PageRates of Solvolysis of two,2,2-Trichloro-1,1,-Dimethylethyl Chloroformate. Abstract #833, Division of Chemical Education (CHED). 53. Kevill DN, D’Souza MJ. Correlation on the Prices of Solvolysis of n-Octyl Fluoroformate and also a Comparison with n-Octyl Chloroformate Solvolysis. J. Chem. Soc. Perkin Trans two. 2002; 2:240?243. 54. Byers JA, Jamison TF. Entropic Things Present Uncommon Reactivity and Selectivity in EpoxideOpening Reactions Promoted by Water. Proc. Nat. Acad. Sci. 2013; 110:16724?6729. [PubMed: 24046369]NIH-PA Author Manuscript NIH-PA Author Manuscript NIH-PA Author ManuscriptCan Chem Trans. Author manuscript; out there in PMC 2014 Could 06.D’Souza et al.PageNIH-PA Author Manuscript NIH-PA Author Manuscript NIH-PA Author ManuscriptFigure 1.Molecular structures of phenyl chloroformate (1), phenyl chlorodithioformate (two), 2,two,2trichloro-1,1-dimethylethyl chloroformate (3), 2,2,2-trichloroethyl chloroformate (four), and 1chloroethyl chloroformate (5)Can Chem Trans. Author manuscript; accessible in PMC 2014 Could 06.D’Souza et al.PageNIH-PA Author Manuscript NIH-PA Author ManuscriptFigure two.The plot of log (k/ko)3 against log (k/ko)PhOCOClNIH-PA Author ManuscriptCan Chem Trans.2-Chloro-1H-indole supplier Author manuscript; out there in PMC 2014 Might 06.D’Souza et al.PageNIH-PA Author Manuscript NIH-PA Author ManuscriptFigure 3.The plot of log (k/ko) for 2,2,2-trichloro-1,1-dimethylethyl chlorothioformate (3) against 1.43 NT + 0.38 YCl in nineteen pure and binary solvents. The 97 HFIP point was not incorporated within the correlation. It truly is added for the plot to show the extent of its deviationNIH-PA Author ManuscriptCan Chem Trans. Author manuscript; obtainable in PMC 2014 May well 06.2-Methoxycyclopentan-1-one manufacturer D’Souza et al.PMID:25016614 PageNIH-PA Author Manuscript NIH-PA Author ManuscriptFigure 4.The plot of log (k/ko)4 against log (k/ko)PhOCOClNIH-PA Author ManuscriptCan Chem Trans. Author manuscript; obtainable in PMC 2014 Could 06.D’Souza et al.PageNIH-PA Author Manuscript NIH-PA Author Manuscript NIH-PA Author ManuscriptCan Chem Trans. Author manuscript; accessible in PMC 2014 May well 06.Figure five.The plot of log (k/ko)five against log (k/ko)PhOCOClD’Souza et al.PageNIH-PA Author ManuscriptScheme 1.A carbonyl addition procedure for chloroformate estersNIH-PA Author Manuscript NIH-PA Author ManuscriptCan Chem Trans. Author manuscript; readily available in PMC 2014 May perhaps 06.D’Souza et al.PageNIH-PA Author ManuscriptScheme two.NIH-PA Author Manuscript NIH-PA Author ManuscriptA possible unimolecular solvolytic pathway for chloroformate estersCan Chem Trans. Author manuscript; accessible in PMC 2014 Could 06.D’Souza et al.PageTableSpecific prices of solvolysis (k) of 3 at 35.0 and 5 at 25.0 in several pure and binary solvents respectively. Also listed are the literature values for NT and YClSolvent ( )a 100 EtOH 90 EtOH 80 EtOH one hundred MeOH 90 MeOH 80 MeOH 70 MeOH 90 Acetone 80 Acetone 70 Acetone 97 TFE (w/w) 90 TFE (w/w) three; 104k, s-1b six.49 ?0.27 7.24 ?0.ten eight.18 ?.11 14.5 ?0.six 21.5 ?0.1 25.five ?0.two 30.1 ?0.7 1.27 ?0.07 two.11 ?0.09 2.48 ?0.08 0.00217 ?0.00022 0.0150 ?0.0009 0.215 ?0.000 1.77 ?0.01 0.165 ?0.009 0.0839 ?0.0021 0.319 ?0.007 2.59 ?0.00 ten.2 ?0.0 1.59.