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

View Full Document Right Arrow Icon
CH 310N Spring 2008 Last Name: First Name: Dr. Bocknack UTEID: Score: Graded Homework Problem #08 Deadline : 3:00 p.m., Thursday, 2/28/08 LATE WORK WILL NOT BE ACCEPTED OR GRADED!!! This problem is worth a total of 20 raw points. Consider the overall transformation shown below: O Br benzene (solvent) K OC(CH 3 ) 3 O + HOC(CH 3 ) 3 + K Br Propose a mechanism for this overall transformation. Use curved arrows to show movement of pairs of electrons, and be sure to draw structures of all important reaction intermediates.
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: IF A REACTION INTERMEDIATE IS A RESONANCE HYBRID, PLEASE DRAW ALL IMPORTANT CONTRIBUTING RESONANCE STRUCTURES!!! . Please note that the tert-butoxide anion is a strong base, and that a new carbon-carbon bond is formed at the alpha position of the ketone starting material. The benzene solvent does not participate in the reaction in any way....
View Full Document

This note was uploaded on 09/04/2008 for the course CH 310n taught by Professor Iverson during the Spring '08 term at University of Texas at Austin.

Ask a homework question - tutors are online