Provide a synthetic route for the 5-step synthesis problem shown below. но но Choose 5 sets of reagents from the options listed below to complete the route. The order that the reagents are listed in does NOT matter; simply select the reagents that are necessary to complete the route. Acidic workups (H30) are included when needed. O. CICH2CH3 1. BIM9CH2CH3 2. H3O* . H20, H202 IV. Br2, heat Ov. 1. LiCu(CH2CH3)2 2. Hgo* OVI. Mg OVI. Br2 OVill 1. BIM9CH3 2. H3O* O Ix. CH3COH Ох косснэз OXI. S(CH3)2 OXII. HBr XIII. NAOH XIV. H2SO4, heat OXV. Oa

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
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Problem 10.50P
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Provide a synthetic route for the 5-step synthesis problem shown below.
но
но
Choose 5 sets of reagents from the options listed below to complete the route. The order that
the reagents are listed in does NOT matter; simply select the reagents that are necessary to
complete the route. Acidic workups (H30) are included when needed.
O. CICH2CH3
1. BIM9CH2CH3 2. H3O*
O II. H20, H202
OV. Br2, heat
Ov.
1. LICU(CH2CH3)2 2. H3o*
O VI. Mg
VII. Br2
| Vi. 1. BrMgCH3 2. H3o*
O Ix. CH3COH
Ох косіснэз
XI. S(CH3)2
XII. HBr
XI. NAOH
O XIV. H2SO4, heat
OXV. O3
Transcribed Image Text:Provide a synthetic route for the 5-step synthesis problem shown below. но но Choose 5 sets of reagents from the options listed below to complete the route. The order that the reagents are listed in does NOT matter; simply select the reagents that are necessary to complete the route. Acidic workups (H30) are included when needed. O. CICH2CH3 1. BIM9CH2CH3 2. H3O* O II. H20, H202 OV. Br2, heat Ov. 1. LICU(CH2CH3)2 2. H3o* O VI. Mg VII. Br2 | Vi. 1. BrMgCH3 2. H3o* O Ix. CH3COH Ох косіснэз XI. S(CH3)2 XII. HBr XI. NAOH O XIV. H2SO4, heat OXV. O3
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