Triphenylmethyl ether reacts with primary alcohols faster than with secondary ones

Organic Chemistry, | 9th Edition | ISBN: 9780073402741 | Authors: Francis A Carey Dr., Robert M. Giuliano

Problem 23.35 Chapter 23

Organic Chemistry, | 9th Edition

  • 2901 Step-by-step solutions solved by professors and subject experts
  • Get 24/7 help from StudySoup virtual teaching assistants
Organic Chemistry, | 9th Edition | ISBN: 9780073402741 | Authors: Francis A Carey Dr., Robert M. Giuliano

Organic Chemistry, | 9th Edition

4 5 0 313 Reviews
27
1
Problem 23.35

Triphenylmethyl ether reacts with primary alcohols faster than with secondary ones, making the reaction selective for the hydroxyl group at C-6 in the following case. The ether can be removed by mild acid hydrolysis under conditions that leave the methyl glycoside intact. HO O HO HOOCH3 H3O+ HO O HO HOOCH3 OH OC(C6H5)3 (C6H5)3CCl, pyridine Using the above information and any additional information from Table 23.2, show how the compound on the left could be synthesized from the indicated starting material. C O 6H5CH2O C6H5CH2O C6H5CH2OOCH3 HO O HO HOOCH3 OH OH

Step-by-Step Solution:
Step 1 of 3

Name: ________________________ Class: ___________________ Date: __________ ID: A Test 4 Multiple Choice Identify the choice that best completes the statement or answers the question. 13 ____ 1. How many...

Step 2 of 3

Chapter 23, Problem 23.35 is Solved
Step 3 of 3

Textbook: Organic Chemistry,
Edition: 9
Author: Francis A Carey Dr., Robert M. Giuliano
ISBN: 9780073402741

Unlock Textbook Solution

Enter your email below to unlock your verified solution to:

Triphenylmethyl ether reacts with primary alcohols faster than with secondary ones

×
Log in to StudySoup
Get Full Access to Organic Chemistry, - 9 Edition - Chapter 23 - Problem 23.35

Forgot password? Reset password here

Join StudySoup for FREE
Get Full Access to Organic Chemistry, - 9 Edition - Chapter 23 - Problem 23.35
Join with Email
Already have an account? Login here
Reset your password

I don't want to reset my password

Need help? Contact support

Need an Account? Is not associated with an account
Sign up
We're here to help

Having trouble accessing your account? Let us help you, contact support at +1(510) 944-1054 or support@studysoup.com

Got it, thanks!
Password Reset Request Sent An email has been sent to the email address associated to your account. Follow the link in the email to reset your password. If you're having trouble finding our email please check your spam folder
Got it, thanks!
Already have an Account? Is already in use
Log in
Incorrect Password The password used to log in with this account is incorrect
Try Again

Forgot password? Reset it here