Problem 8.1 a) Choose the most atom economical protecting group (PG) for the alcohol that would be stable to the strong basic Horner - Emmons reagent in the reaction with the aldehyde to make the alkene given below (picture attached). b) What is the approximate pKa of a primary alcohol? Estimate the pKa of the Horner - Emmons conjugate acid (H instead of Li) based on the pKa of a simple beta - diester. c) Draw an acid-base reaction between an alcohol and a beta diester base. Which side would the equilibrium be skewed towards? By how many orders of magnitude? d) How could you avoid the need for a protecting group in this reaction? PG.O ནཱནཱགཱ, PG. EtO-P Eto OEt H OEt + O=P EtO-P Eto +7-0

Problem 8.1 a) Choose the most atom economical protecting group (PG) for the alcohol that would be stable to the strong basic Horner - Emmons reagent in the reaction with the aldehyde to make the alkene given below (picture attached). b) What is the approximate pKa of a primary alcohol? Estimate the pKa of the Horner - Emmons conjugate acid (H instead of Li) based on the pKa of a simple beta - diester. c) Draw an acid-base reaction between an alcohol and a beta diester base. Which side would the equilibrium be skewed towards? By how many orders of magnitude? d) How could you avoid the need for a protecting group in this reaction? PG.O ནཱནཱགཱ, PG. EtO-P Eto OEt H OEt + O=P EtO-P Eto +7-0

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

See similar textbooks

Similar questions

I need help on A. Thank you
10) Draw 1, 2, 3, and 4. 1. 3 2. 11) What reagents should be used for the reaction shown below? Н. 4-
Rank for OChem
G.10.
23.6 Give the product of the Claisen reaction shown below. OEt 1. NaOEt 2. H3O+ connectivity = a-carbon of one to carbonyl of the other (with loss of the leaving group).
19:03 Problem 9 of 12 Br2 ... 56 Draw the product of this reaction. Ignore inorganic byproducts. Br Y Br Select to Edit Submit Q
Aa.50.
None
Hw.42.
this is a practice problem please explain the answer and why
Pp