Fall 2005 blank

Fall 2005 blank - I(24 points Name Page 1 F.05.215E2 Provide the complete stepwise mechanism for the acid-catalyzed hydrolysis reaction of the

Info iconThis preview shows pages 1–3. Sign up to view the full content.

View Full Document Right Arrow Icon
Name _______________________ Page 1 F.05.215E2 I. (24 points) Provide the complete, stepwise mechanism for the acid-catalyzed hydrolysis reaction of the following ester to the corresponding acid and alcohol products. Provide explicitly the structure of the significant intermediate ("the tetrahedral intermediate") in the hydrolysis mechanism. CH 3 OCH 3 H 3 CO O C O CH 3 CH 3 OCH 3 H 3 CO OH C O CH 3 OH + H 2 O catalytic H 2 SO 4 You may use H-B and B for any general Bronsted acid or base, respectively, that you need. tetrahedral intermediate CH 3 OCH 3 H 3 CO O C O CH 3 CH 3 OCH 3 H 3 CO OH C O CH 3 OH + 10 4 10 + next mechanistic step
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Page 2 F.05.215E2 II. (22 points) Complete the following transformations as indicated by the data provided. (a) JOC 2005 70 7371 C C N H Ph N H Ph O H 3 CO O OCH 3 NH 3 ethylene glycol 120°C + 2 CH 3 OH C 20 H 15 N 3 O 2 (b) JOC 2005 70 7423 P O Cl Ph Ph P O S Ph Ph C O CH 3 1) NaOCH 3 CH 3 OH 2) H 3 O P O S Ph Ph O OH
Background image of page 2
Image of page 3
This is the end of the preview. Sign up to access the rest of the document.

This note was uploaded on 01/28/2011 for the course CHEM 210 taught by Professor Kiste during the Spring '10 term at Michigan Flint.

Page1 / 5

Fall 2005 blank - I(24 points Name Page 1 F.05.215E2 Provide the complete stepwise mechanism for the acid-catalyzed hydrolysis reaction of the

This preview shows document pages 1 - 3. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online