2007_Exam_1_Answer_Key

2007_Exam_1_Answer_Key - Organic Chemistry c3046y 1st Hour...

Info iconThis preview shows pages 1–6. Sign up to view the full content.

View Full Document Right Arrow Icon
1st Hour Exam Organic Chemistry c3046y Wednesday, Feb. 7, 2007 Prof. Leighton Answer Key
Background image of page 1

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

View Full DocumentRight Arrow Icon
Name: Page 1 1. Provide detailed mechanisms to account for the following transformations. b. (10 pts) a. (10 pts) R N O Me Me 1. KOH, H 2 O, Δ 2. H 3 O + R OH O HO Me MeO OMe O OMe Me H + HO R NMe 2 O H HO R NMe 2 O R O O H 3 O + H + HO Me MeO OMe H HO Me O Me O OMe Me H
Background image of page 2
Page 2 Name: 2. Predict the major product of the following reactions: a. (10 pts) b. (10 pts) OH OH C N 1. , H + Me Me O 2. i. EtMgBr ii. H 3 O + , (quench) 3. H 3 O + 4. H + 1. i. LiMe 2 Cu ii. H 3 O + 2. H 2 N-NH 2 ; KOH, H 2 O, Δ O Me Me Me O O Et O O Et
Background image of page 3

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

View Full DocumentRight Arrow Icon
Name: Page 3 3. For each of the reactions below, show the product and provide a mechanism for its formation. a. (10 pts) b. (10 pts) O R O O O H O O 1. 2 equiv MeLi 2. H 3 O + O H O O R O O O O H O R O O OH OH Me Me Me O Li + Me O O O Me Me Li + Li + H + H + O Me O Li + Me O O Me Me Li + Li + H 3 O +
Background image of page 4
Name: Page 4 b. (10 pts) Predict the product and provide a mechanism for its formation: O O O A B C 4. a. (10 pts) Rank the three ketones shown below in order of increasing C=O stretching frequency
Background image of page 5

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

View Full DocumentRight Arrow Icon
Image of page 6
This is the end of the preview. Sign up to access the rest of the document.

This note was uploaded on 04/16/2008 for the course CHEM C3046 taught by Professor Leighton during the Spring '08 term at Columbia.

Page1 / 6

2007_Exam_1_Answer_Key - Organic Chemistry c3046y 1st Hour...

This preview shows document pages 1 - 6. Sign up to view the full document.

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