Specify both the alcohol starting material and the reagents you would use in each step in a synthesis of the compound shown. If the synthesis requires only two steps enter "none" for step 3. CI Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol Reagents available a. LIAIH4 f. PB13 k. CH3 CH2CH, MgBr; then H3 o* b. Н2SO4 g. CrОз, Н,SO4, H,О 1. Cg H5 MgBr (phenylmagnesium bromide); then H3 O+ с. НCI h. NaH m. (CH3)2 CHMGB1: then H3 O+ d. HBr i. CH3MGB3; then H3O* n. Dess-Martin periodinane (DMP) e. SOCI2 j. CH3 CH2MgBr; then H3O+

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.26P: Wittig reactions with the following -chloroethers can be used for the synthesis of aldehydes and...
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Write the number/letters of the alchol/reagents in the boxes below.
Alcohol starting material
Reagent for step 1
Reagent for step 2
Reagent for step 3
Transcribed Image Text:Write the number/letters of the alchol/reagents in the boxes below. Alcohol starting material Reagent for step 1 Reagent for step 2 Reagent for step 3
Specify both the alcohol starting material and the reagents you would use in each step in a synthesis of the compound shown. If the synthesis requires
only two steps enter "none" for step 3.
Alcohol Starting Materials
1. methanol
2. ethanol
3. 1-propanol
4. 2-propanol
5. cyclohexanol
Reagents available
а. LIAIHA f. PBIз
k. CH3 CH2 CH2 MGB3; then H3 O+
b. Н2SO4 g. CrОз, Н,SO4, H,О
1. C6H; MgBr (phenylmagnesium bromide); then H3 O+
с. НСІ
h. NaH
m. (CH3)2 CHMgBr: then H3O+
d. HBr
i. CH3MgBr; then H3O+
n. Dess-Martin periodinane (DMP)
e. SOCI2 j. CH; CH2 MgBr; then H3O*
Transcribed Image Text:Specify both the alcohol starting material and the reagents you would use in each step in a synthesis of the compound shown. If the synthesis requires only two steps enter "none" for step 3. Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol Reagents available а. LIAIHA f. PBIз k. CH3 CH2 CH2 MGB3; then H3 O+ b. Н2SO4 g. CrОз, Н,SO4, H,О 1. C6H; MgBr (phenylmagnesium bromide); then H3 O+ с. НСІ h. NaH m. (CH3)2 CHMgBr: then H3O+ d. HBr i. CH3MgBr; then H3O+ n. Dess-Martin periodinane (DMP) e. SOCI2 j. CH; CH2 MgBr; then H3O*
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