4. Given the following reaction pathway, determine the structure of compounds A - J. You do not need to include any stereochemistry. 1. NaH Ch Mg B CH;COOH 2. CH3B. 1. 1. NaOEt 2. 2. H+, H,O D E POCI3 1. O3 G + H 2. Zn, H+ NABH4 HO 1. LDA 2. Br

4. Given the following reaction pathway, determine the structure of compounds A - J. You do not need to include any stereochemistry. 1. NaH Ch Mg B CH;COOH 2. CH3B. 1. 1. NaOEt 2. 2. H+, H,O D E POCI3 1. O3 G + H 2. Zn, H+ NABH4 HO 1. LDA 2. Br

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter19: Eas: Electrophilic Aromatic Substitution

Section: Chapter Questions

Problem 45E

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Question

If there is no reaction from B-C that's okay. Could you do the rest of the reaction from A-E, and so on? Thank you!

4. Given the following reaction pathway, determine the structure of compounds A - J. You
do not need to include any stereochemistry.
1. NaH
Mg
Ch
A
CH;COOH
B
2. CH3B.
1. NaOEt
2.
2. H+, H,O
E
POCI3
1. O3
F
2. Zn, H+
G + H
NABH4 H,O
1. LDA
2.
Br

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