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. CH2 H3C CH3 Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol a. LiAlH4 f. PBr3 g. CrO3, H2SO4, H₂O b. H2SO4 c. HCI h. NaH d. HBr e. SOC12 i. CH3 MgBr; then H3O+ Reagents available j. CH3CH2MgBr; then H3O+ k. CH3CH2CH2MgBr; then H3O+ 1. C6H5 MgBr (phenylmagnesium bromide); then H3O+ m. (CH3)2CHMgBr: then H3O+ n. Dess-Martin periodinane (DMP)

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
Chapter19: Enolate Anions And Enamines
Section19.9: Crossed Enolate Reactions Using Lda
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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.
CH2
H3C
CH3
Alcohol Starting Materials
1. methanol
2. ethanol
3. 1-propanol
4. 2-propanol
5. cyclohexanol
a.
LiAlH4
f. PBr3
g. CrO3, H2SO4, H₂O
b.
H2SO4
c. HCI
h. NaH
d. HBr
e.
SOC12
i. CH3 MgBr; then H3O+
Reagents available
j. CH3CH2MgBr; then H3O+
k. CH3CH2CH2MgBr; then H3O+
1. C6H5 MgBr (phenylmagnesium bromide); then H3O+
m. (CH3)2CHMgBr: then H3O+
n. Dess-Martin periodinane (DMP)
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. CH2 H3C CH3 Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol a. LiAlH4 f. PBr3 g. CrO3, H2SO4, H₂O b. H2SO4 c. HCI h. NaH d. HBr e. SOC12 i. CH3 MgBr; then H3O+ Reagents available j. CH3CH2MgBr; then H3O+ k. CH3CH2CH2MgBr; then H3O+ 1. C6H5 MgBr (phenylmagnesium bromide); then H3O+ m. (CH3)2CHMgBr: then H3O+ n. Dess-Martin periodinane (DMP)
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