This preview shows pages 1–2. Sign up to view the full content.
This preview has intentionally blurred sections. Sign up to view the full version.View Full Document
Unformatted text preview: Note: Using a large excess of benzene will suppress formation of polyalkylated side products. c. Friedel-Crafts reactions DO NOT WORK with vinyl or phenyl halide starting materials. d. Will get a mixture of two products: propylbenzene (minor product) and isopropyl benzene (major product). The carbocation electrophile that first forms in the reaction, CH 3-CH 2-CH 2 (+) is a 1 o carbocation and quite unstable. It undergoes a relatively rapid rearrangement to the more stable 2 o carbocation (CH 3-CH-CH 3 ) + . this 2 o carbocation becomes the dominate electrophile which attacks the benzene ring, forming isopropyl benzene. e. Wrong product. . this is a Clemmensen reduction. . correct product should be C 6 H 5-CH 2-CH 2-CH 3 f. No reaction occurs here. .... phenyl halides fail to react with benzene (or substituted benzenes) in a Friedel-Crafts type reaction....
View Full Document
This note was uploaded on 04/07/2009 for the course CHE 312 taught by Professor Drake during the Spring '08 term at American International.
- Spring '08
- Organic chemistry