Specify the reagent you would use in each step of the following synthesis: O H step 1 step 2 Br Reagents Available a. LiAlH4 f. PBг3 k. CH3CH2MgBr b. H₂SO4 c. HCI g. Dess-Martin periodinane (DMP) 1. C6H5MgBr h. NaH d. HBr i. NaOH (phenylmagnesium bromide) m. (CH3)2CHMgBr n. CrO3 e. SOCI₂ j. CH3MgBr Write the letters of the reagents in the boxes below. Reagent for step 1 Reagent for step 2

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter18: Ethers And Epoxides; Thiols And Sulfides
Section18.2: Preparing Ethers
Problem 6P
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Specify the reagent you would use in each step of the following synthesis:
O
H
step 1
step 2
Br
Reagents Available
a. LiAlH4
f. PBг3
k. CH3CH2MgBr
b. H₂SO4
c. HCI
g. Dess-Martin periodinane (DMP) 1. C6H5MgBr
h. NaH
d. HBr
i. NaOH
(phenylmagnesium bromide)
m. (CH3)2CHMgBr
n. CrO3
e. SOCI₂
j. CH3MgBr
Write the letters of the reagents in the boxes below.
Reagent for step 1
Reagent for step 2
Transcribed Image Text:Specify the reagent you would use in each step of the following synthesis: O H step 1 step 2 Br Reagents Available a. LiAlH4 f. PBг3 k. CH3CH2MgBr b. H₂SO4 c. HCI g. Dess-Martin periodinane (DMP) 1. C6H5MgBr h. NaH d. HBr i. NaOH (phenylmagnesium bromide) m. (CH3)2CHMgBr n. CrO3 e. SOCI₂ j. CH3MgBr Write the letters of the reagents in the boxes below. Reagent for step 1 Reagent for step 2
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