Library

Your email was sent successfully. Check your inbox.

An error occurred while sending the email. Please try again.

Proceed reservation?

Export
  • 1
    ISSN: 0538-8066
    Keywords: Chemistry ; Physical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Vacuum line kinetic studies of the reaction of p-toluenesulfonyl chloride and benzene or toluene, using aluminum chloride as the catalyst and dichloromethane as the solvent were determined at 25°C by means of gas chromatography. The reaction is first-order in arene, tosyl chloride, and in AlCl3 as catalyst. Noncompetitive results are kT/kB=22±7 with a product sulfone isomer distribution: ortho, 14±1%; meta, 4.3±0.2%; and para 82±1%. With hexadeuteriobenzene kH/kD was determined to be 1.8±0.1. Rate constant ratios and product isomer distributions were also determined competitively: with AlCl3, kT/kB=30±2; % ortho, 13±1; % meta, 4.0±0.5; % para, 84±3; with SbCl5, kT/kB=40±4; % ortho 10.3±0.4; % meta, 4.7±0.2; and % para, 85.0±0.5. The kT/kB ratio for AlCl3 and the meta sulfone product percentages for both AlCl3 and SbCl5 are considerably higher than those reported in the literature. NMR and Raman studies suggest a molecular complex between p-tosyl chloride and AlCl3, with coordination through oxygen as the dominant species and the probable electrophile in CH2Cl2. A reaction mechanism consistent with the kinetic and spectroscopic results is proposed. © 1998 John Wiley & Sons, Inc. Int J Chem Kinet 30: 367-372,1998
    Additional Material: 5 Tab.
    Type of Medium: Electronic Resource
    Library Location Call Number Volume/Issue/Year Availability
    BibTip Others were also interested in ...
Close ⊗
This website uses cookies and the analysis tool Matomo. More information can be found here...