Abstract
The substitution reactions of 2-, 3- or 4-chlorobenzoyl chloride (2-, 3- or 4-ClC 6H 4COCl) and 2-, 3- or 4-chlorobenzoate ion (2-, 3- or 4-ClC 6H 4COO −) in a two-phase H 2O CH 2Cl 2 medium using pyridine 1-oxide (PNO) as an inverse phase-transfer catalyst were investigated. Experimental results strongly support that the reaction of ClC 6H 4COCl and PNO in organic phase to produce the intermediate, 1-(chlorobenzoyloxy)pyridinium chloride (ClC 6H 4COONP +Cl −) is the rate-determining step and that the equilibrium distribution of PNO between H 2O and CH 2Cl 2 phases is always maintained. The order of reactivities of benzoyl chlorides toward reaction with PNO is 2-ClC 6H 4COCl > 3-ClC 6H 4COCl > 4-ClC 6H 4COCl > PhCOCl. The order of reactivities of benzoate ions toward reaction with PhCOONP + ion is (3-, 4-ClC 6H 4COO −) > 2-ClC 6H 4COO − > PhCOO −.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
