A. Starting from s-butyl alcohol: CHS, CH₂ 1.1,1-dimethylumicame 2. buta 3.2.2.3,3 intrundbybac

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Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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A. Starting from t-butyl alcohol:
CH₂
CH3
1. 1.1-dimethyloxirane
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)
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
CH3
D. Starting from 3-methyl-1-pentanol:
21.
CH₂
2. isobutane 3. 2,2,3,3-tetramethylbutane
CH
CH3
CH₂
CH₂
CH
17. ethanal (the 2C aldehyde)
18. 1,4-pentadiene
19. pentane
20. 1,5-hexadiene
22
CH3
For synthesis homework II
CH
26
CH3
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
CH
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)
OH
CH3
23
CH3
CH₂
CH
>..OH
CH₂
OH
CH
OH
OH
E. Starting from cyclopentanol:
28
-CH₂CH3
27
25
I od f
HC.
CH₂
CH₂
CH3
24
CH3
CH₂
-CH
CH₂
CH₂
CH
Transcribed Image Text:A. Starting from t-butyl alcohol: CH₂ CH3 1. 1.1-dimethyloxirane 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) 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 CH3 D. Starting from 3-methyl-1-pentanol: 21. CH₂ 2. isobutane 3. 2,2,3,3-tetramethylbutane CH CH3 CH₂ CH₂ CH 17. ethanal (the 2C aldehyde) 18. 1,4-pentadiene 19. pentane 20. 1,5-hexadiene 22 CH3 For synthesis homework II CH 26 CH3 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 CH 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) OH CH3 23 CH3 CH₂ CH >..OH CH₂ OH CH OH OH E. Starting from cyclopentanol: 28 -CH₂CH3 27 25 I od f HC. CH₂ CH₂ CH3 24 CH3 CH₂ -CH CH₂ CH₂ CH
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