m the reagent list, identify the reagent needed for each transformation below. Enter the reagent code into the appropriate box.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter21: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions
Section21.SE: Something Extra
Problem 54AP: The following reactivity order has been found for the saponification of alkyl acetates by aqueous...
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Alkyl Halides (X = CI, Br or I) :
CH3X
A
B
D
E
F
G
Alcohols
OH
HO
HO
CH3OH
HO
OH
AA
BB
DD
ЕЕ
FF
GG
Ketones, Aldehydes and Epoxides: Assume "then H,0" is included if a protonation step is needed
H,
Ph
Ph
Ph
J
K
M
P
Other reagents
21 SOCI2, pyridine
22 TSCI, pyridine
23 Mg, Et20
24 MeMgBr, then H20
25 EtMgBr, then H20
26 PhMgBr, then H20
27 PhCH2MgBr, then H20
1 H30* (dilute H2SO4)
11 PCC in CH2CI2
12 Na,Cr,07, H2SO4, H2O
13 BH3•THF or 9-BBN, then H2O2, NaOH
14 Hg(OAc)2, H20, then NABH4
15 O3, then Zn, HCI or DMS
16 MCPBA or CH3CO3H
17 Br2, light
2 conc. H,SO4, heat
3 NaOEt
4 t-BUOK
5 Н2, Pt
6 H2, Lindlar's catalyst
7 Na, NH3
8 LAH or xs LAH, then H2O
9 NaBH4, CH3ОН
18 HBr
19 HBr, ROOR
20 PB13
Transcribed Image Text:Alkyl Halides (X = CI, Br or I) : CH3X A B D E F G Alcohols OH HO HO CH3OH HO OH AA BB DD ЕЕ FF GG Ketones, Aldehydes and Epoxides: Assume "then H,0" is included if a protonation step is needed H, Ph Ph Ph J K M P Other reagents 21 SOCI2, pyridine 22 TSCI, pyridine 23 Mg, Et20 24 MeMgBr, then H20 25 EtMgBr, then H20 26 PhMgBr, then H20 27 PhCH2MgBr, then H20 1 H30* (dilute H2SO4) 11 PCC in CH2CI2 12 Na,Cr,07, H2SO4, H2O 13 BH3•THF or 9-BBN, then H2O2, NaOH 14 Hg(OAc)2, H20, then NABH4 15 O3, then Zn, HCI or DMS 16 MCPBA or CH3CO3H 17 Br2, light 2 conc. H,SO4, heat 3 NaOEt 4 t-BUOK 5 Н2, Pt 6 H2, Lindlar's catalyst 7 Na, NH3 8 LAH or xs LAH, then H2O 9 NaBH4, CH3ОН 18 HBr 19 HBr, ROOR 20 PB13
From the reagent list, identify the reagent needed for each transformation below. Enter the reagent code into the appropriate box.
OH
Br Reagent code:
OH
Br
Reagent code:
Eto
Reagent code:
EtO
OH Reagent code:
A Moving to another question will save this response.
Transcribed Image Text:From the reagent list, identify the reagent needed for each transformation below. Enter the reagent code into the appropriate box. OH Br Reagent code: OH Br Reagent code: Eto Reagent code: EtO OH Reagent code: A Moving to another question will save this response.
Expert Solution
Step 1

1. HBr 

2. HBr 

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Publisher:
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