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. он Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol Reagents available a. LIAIH4 f. PB13 k. CH3 CH2 CH2 MgBr; then H3O+ b. H2SO4 g. CrO3, H,SO4, H,O 1. Cg Hg MGB (phenylmagnesium bromide); then H3O+ c. HCl h. NaH m. (CH3)2 CHMgBr: then H30+ d. HBr i. CH3MGB1; then H30+ n. Dess-Martin periodinane (DMP) e. SOCI, j. CH3 CH2MgBr; then H30+

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
Chapter10: Alcohols
Section: Chapter Questions
Problem 10.50P
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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.
OH
Alcohol Starting Materials
1. methanol
2. ethanol
3. 1-propanol
4. 2-propanol
5. cyclohexanol
Reagents available
a. LIAIH4 f. PB13
k. CH3 CH2 CH2 MgBr; then H3O+
b. H2 SO4 g. Cr03, H,SO4, H2O
1. C6 H5 MgBr (phenylmagnesium bromide); then H30*
c. HCI
h. NaH
m. (CH3)2 CHMgBr: then H30+
d. HBr
i. CH3MgBr; then H30+
n. Dess-Martin periodinane (DMP)
e. SOCI, j. CH3 CH2 MgBr; then H30+
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. OH Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol Reagents available a. LIAIH4 f. PB13 k. CH3 CH2 CH2 MgBr; then H3O+ b. H2 SO4 g. Cr03, H,SO4, H2O 1. C6 H5 MgBr (phenylmagnesium bromide); then H30* c. HCI h. NaH m. (CH3)2 CHMgBr: then H30+ d. HBr i. CH3MgBr; then H30+ n. Dess-Martin periodinane (DMP) e. SOCI, j. CH3 CH2 MgBr; then H30+
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