он OH + H;C=CH-CH, NO2 (a) (b) OH HNO,, H,SO, (a) (b) (b) 1. H2. Pd/C H,PO, (c) H,PO, (d) H,PO, + (e) 2. NANO2, HCI NO, ut the details of the above retrosynthesis on a separate sheet of paper, and then draw the structure of (e). You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. Do not include lone pairs in your answer. They will not be considered in the grading. Include counterions for diazonium salts.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter21: Nas: Nucleophilic Aromatic Substitution
Section: Chapter Questions
Problem 21CTQ
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OH
OH
+ H;C=CH-CH,
NO2
(a)
(b)
OH
HNO,, H2SO,
(a)
(b)
(b)
(c)
H,PO,
(d)
H,PO,
(e)
2. NANO2. HCI
1. H2, Pd/C
H,PO,
(1)
NO2
Jork out the details of the above retrosynthesis on a separate sheet of paper, and then draw the structure of (e).
• You do not have to consider stereochemistry.
• You do not have to explicitly draw H atoms.
• Do not include lone pairs in your answer. They will not be considered in the grading.
• Include counterions for diazonium salts.
Transcribed Image Text:OH OH + H;C=CH-CH, NO2 (a) (b) OH HNO,, H2SO, (a) (b) (b) (c) H,PO, (d) H,PO, (e) 2. NANO2. HCI 1. H2, Pd/C H,PO, (1) NO2 Jork out the details of the above retrosynthesis on a separate sheet of paper, and then draw the structure of (e). • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. • Include counterions for diazonium salts.
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