Write the missing product or reagent in each of the following En0; Eno CO₂Me OH ?????? OTT 1)p Ts OH (cat.), Me OH CH₂Cl₂,r.t. 2 h (98%yield) 2) 1) NaBH₂ 2) NH₂Cl(aq) 3) NaI04, Bu NBr (COCI), DMSO E₂N, -78°C ACO OAC 1-OAC CHO ZI bot

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter20: Carboxylic Acids And Nitriles
Section20.SE: Something Extra
Problem 40AP: Thioglycolic acid, HSCH2CO2H, a substance used in depilatory agents (hair removers) has pKa = 3.42....
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Write the missing product or reagent in each of the following:
En0;
Eno
CO₂Me
OH
I
??????
OTT
1) p Ts OH (cat.), Me OH
CH₂Cl₂,rt. 2 h (98%yield)
2)
1) NaBH4
2) NH₂Cl(aq)
3) NaI0, Bu NBT
(COCI), DMSO
E₂N, -78°C
ACO OAC
I-OAC
0
LCHO
Transcribed Image Text:Write the missing product or reagent in each of the following: En0; Eno CO₂Me OH I ?????? OTT 1) p Ts OH (cat.), Me OH CH₂Cl₂,rt. 2 h (98%yield) 2) 1) NaBH4 2) NH₂Cl(aq) 3) NaI0, Bu NBT (COCI), DMSO E₂N, -78°C ACO OAC I-OAC 0 LCHO
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