E1 REACTION MECHANISM - make the double bond. Example of an...

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
E1 REACTION MECHANISM: FIRST ORDER ELIMINATION - carbocation intermediate - RDS = formation of carbocation - 3° > 2° > 1° - weak base (strong base is not required) - likes heat! - rearrangement! B : = base X = leaving group (usually halide or tosylate) Steps: 1. The loss of the leaving group, which leaves in a very slow step, resulting in the formation of a carbocation 2. The base then attacks a neighboring hydrogen, forcing the electrons from the H–C bond to
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: make the double bond. Example of an E1 reaction: Base Strength: A strong base not required, since it is not involved in the rate-determining step Leaving groups: A good leaving group is required, such as a halide or a tosylate, since it is involved in the rate-determining step. Rearangements: Since the mechanism goes through a carbocation intermediate, rearangements can occur....
View Full Document

This note was uploaded on 03/21/2008 for the course CHEM 261 taught by Professor Austell during the Spring '08 term at UNC.

Ask a homework question - tutors are online