Reactivity of some tertiary chlorides with methoxy and olefinic neighboring group

Scientific paper - Preliminary note / Short communication

• Author: Stanko Borčić
• Author: Olga Kronja
• Author: Krešimir Humski
• Author: Sandra Miletić
• Author's institution: University of Zagreb; Faculty of Pharmacy and Biochemistry; (Department of organic chemistry)
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry; Organic Chemistry

Abstract (english)

Solvolysis rates of tertiary chlorides 1-6 and their hexadeuterated analogs 1-dg-6-đe were measured in ethanol (q> = 80%) and 2,2,2- trifluoroethanol (w = 97%). The (5-deuterium KIE calculated showed that chloride 1 solvolyzes with n-participation of the methoxy group in the rate determining step, while chloride 2 solvolyzes mainly by way of a kc process. Based on the reduced P-deuterium isotope effect, it was also concluded that in the solvolysis of chloride 5 7t-electrons take part in the rate-determining step.

• Language: english
• Publication type: Scientific paper - Preliminary note / Short communication
• Publication status: Published
• Peer review: Peer review - international
• Publication version: Published version
• Journal title: Croatica Chemica Acta
• Numbering: vol. 69, no. 2, pp. 563-568
• p-ISSN: 0011-1643
• e-ISSN: 1334-417X
• URN:NBN: urn:nbn:hr:163:609852
• Publication: 1996
• Document URL: https://hrcak.srce.hr/136672
• Type of resource: Text
• Access conditions: Open access
• Created on: 2020-04-29 14:15:47