HW06 - electrons, and be sure to draw structures of all...

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 #06 Deadline : 3:00 p.m., Thursday, 2/21/08 LATE WORK WILL NOT BE ACCEPTED OR GRADED!!! This problem is worth a total of 20 raw points. When the cyclic acetal shown below is heated in water containing a catalytic amount of sulfuric acid, a hydrolysis reaction occurs which produces methanol and the acyclic product shown: O OCH 3 + H 2 O H 2 SO 4 (cat.) HO H O + CH 3 OH Propose a mechanism for this overall transformation. Use curved arrows to show movement of pairs of
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: electrons, and be sure to draw structures of all important reaction intermediates. If a reaction intermediate is a resonance hybrid, it is only necessary to draw the most important contributing resonance structure. You may assume that the hydronium ion, H 3 O+, is the acidic species that will react with the acetal. You do not need to show how H 3 O + is formed. (Hint : Remember that the mechanism of acetal formation that we discussed in lecture is reversible.)...
View Full Document

Ask a homework question - tutors are online