Scribd
Upload
5 views2 pages

Chemistry 20 Module 3 Transformations Guide

This document provides a chemistry handout with exercises on reaction mechanisms and multistep syntheses: 1) The mechanisms involve curved arrows showing transformations of an alcohol to a phenol and an ester to another ester. 2) Students are asked to identify products of single-step reactions involving an alcohol, including protonation, addition of Grignard reagent and carbon dioxide, and acid workup. 3) Multistep synthesis problems involve designing pathways from given starting materials to target products containing 6 or fewer carbons in one case and 2 or fewer carbons in another.

Uploaded by

Đạt Lê
Copyright
© All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd
5 views2 pages

Chemistry 20 Module 3 Transformations Guide

This document provides a chemistry handout with exercises on reaction mechanisms and multistep syntheses: 1) The mechanisms involve curved arrows showing transformations of an alcohol to a phenol and an ester to another ester. 2) Students are asked to identify products of single-step reactions involving an alcohol, including protonation, addition of Grignard reagent and carbon dioxide, and acid workup. 3) Multistep synthesis problems involve designing pathways from given starting materials to target products containing 6 or fewer carbons in one case and 2 or fewer carbons in another.

Uploaded by

Đạt Lê
Copyright
© All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd

Chemistry 20 Section Handout: Module 3 Spring 2016

1. Provide comple curved-arrow mechanisms for the following transformations.

O Ph

H 1. PhLi (1 eq.)
(a) O
H +
2. H3O
OH
O

O OH

H H3C HO O O
(b) H3O+
OH
H3C H3C CH3
O
HO OH HO

2. Fill in each box with the product of the indicated transformation.

HO 1. , H+ cat.
2. Mg, Et2O
(a)
HO Br 3. CO2
4. H+ workup
2. Fill in each box with the product of the indicated transformation.

1. CrO3 py
OH
2. Li (2 eq), Et2O
(b)
Cl
3. H+ workup

3. Provide multistep synthesis for each of the desired products using the indicated starting materials.

OH
(a) Starting Materials:

Any compounds containing


six or fewer carbons
Desired Product

(b) Starting Materials:


O

OH

plus any compounds containing Desired Product


two or fewer carbons

You might also like