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. Br Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol Reagents available a. LiAlH₁ f. PBr3 b. H₂SO4 9. CrO3, H₂SO4, H₂O c. HC1 h. NaH d. HBr i. CH3 MgBr; then H3O+ e. SOC12 j. CH3 CH₂ MgBr; then H3O+ k. CH3 CH₂ CH₂ MgBr; then H3O+ 1. C6H5 MgBr (phenylmagnesium bromide); then H3O+ m. (CH3)2 CHMgBr: then H3O+ n. Dess-Martin periodinane (DMP) 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

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Chapter1: Chemical Foundations
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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.
Br
Alcohol Starting Materials
1. methanol
2. ethanol
3. 1-propanol
4. 2-propanol
5. cyclohexanol
a. LiAlH4 f. PBr3
b. H₂SO4
c. HCI
d. HBr
e. SOCI₂
g. CrO3, H₂ SO4, H₂O
h. NaH
Reagents available
i. CH3 MgBr; then H3O+
j. CH3 CH₂ MgBr; then H3O+
k. CH3 CH₂ CH₂MgBr; then H3O+
I. C6H5 MgBr (phenylmagnesium bromide); then H3O+
m. (CH3)2 CHMgBr: then H3O+
n. Dess-Martin periodinane (DMP)
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: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. Br Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol a. LiAlH4 f. PBr3 b. H₂SO4 c. HCI d. HBr e. SOCI₂ g. CrO3, H₂ SO4, H₂O h. NaH Reagents available i. CH3 MgBr; then H3O+ j. CH3 CH₂ MgBr; then H3O+ k. CH3 CH₂ CH₂MgBr; then H3O+ I. C6H5 MgBr (phenylmagnesium bromide); then H3O+ m. (CH3)2 CHMgBr: then H3O+ n. Dess-Martin periodinane (DMP) 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
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