Solve only the highlighted portions B. Starting from R-2-pentanol (please show the R conformer and all other stereocenters having knownstereochemistry using Fischer projections:4 1,3-pentadiene5 .propanal (a 3C aldehyde)6.3-chloro-2-pentanol (any stereochemistry)7. 2,3-pentanediol (any stereochemistry)8. 1-ethyl-2-methylcyclopropane (any geometry)9. S-2-bromopentane (only product by your route)10. S-2-chloropentane (only product by your route)11. S-2-iodopentane (only product by your route)C. Starting from allyl alcohol (CH₂=CHCH₂OH):12. propyne13. 3-iodo-1-propene14. propane15. 1,3-propanediol16. 1-bromo-2-propanol17. ethanal (the 2C aldehyde)18. 1,4-pentadiene19. pentane20. 1,5-hexadieneF. Starting from 1-bromo-3-methylbutane:29. 3-methyl-2-butanol30. cis-6-methyl-2-heptene31. 2-methylheptane32. isopropylcyclopropane33. trans-6-methyl-2-heptene

Given are organic synthesis reactions. Let's see synthetic routes for highlight parts.

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Solve only the highlighted portions

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 16.71P

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Question

Solve only the highlighted portions

B. Starting from R-2-pentanol (please show the R conformer and all other stereocenters having known
stereochemistry using Fischer projections:
4 1,3-pentadiene
5 .propanal (a 3C aldehyde)
6.3-chloro-2-pentanol (any stereochemistry)
7. 2,3-pentanediol (any stereochemistry)
8. 1-ethyl-2-methylcyclopropane (any geometry)
9. S-2-bromopentane (only product by your route)
10. S-2-chloropentane (only product by your route)
11. S-2-iodopentane (only product by your route)
C. Starting from allyl alcohol (CH₂=CHCH₂OH):
12. propyne
13. 3-iodo-1-propene
14. propane
15. 1,3-propanediol
16. 1-bromo-2-propanol
17. ethanal (the 2C aldehyde)
18. 1,4-pentadiene
19. pentane
20. 1,5-hexadiene
F. Starting from 1-bromo-3-methylbutane:
29. 3-methyl-2-butanol
30. cis-6-methyl-2-heptene
31. 2-methylheptane
32. isopropylcyclopropane
33. trans-6-methyl-2-heptene

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