UNC CHEM 261 Fall 2022 Reactions

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32 Terms

1
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Alkene + HBr

Br on most

2
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Alkene + H2, Pd/C

add Hs syn

3
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Alkene + 1. O3 2. H2O

split bond, two double Os

4
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Alkene + Br2, H2O

OH on most, BR on least, anti

5
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Alkene + Br2

Br add anti

6
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Alkene + mCPBA

epoxide

7
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Alkene + 1. BH3 2. NaOH, H2O2, H2O

OH on least

8
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Alkene + H2O cat. H2SO4

OH on most

9
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Alkene + CH3OH cat. H2SO4

OCH3 on most

10
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Alkene + HBr, peroxide

Br on least

11
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Alkene + 1. Na+ 2. alkyne

Alkyne

12
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Ether + HBr (equiv.)

Alcohol and Alkyl Halide

13
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Ether + HBr (excess)

2 alkyl halides

14
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Alkyne + 1. BH3 2. NaOH, H2O2, H2O

Aldehyde

15
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Alkyne + H2O cat. H2SO4

Ketone

16
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Alkyne + 1. NaNH2 2. CH3CH2Br

deprotonate and add C chain

17
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Alkyne + H2 Pd/C

Alkane

18
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Alkyne + H2 Lindlar

cis Alkene

19
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Alkyne + NaNH3

trans Alkene

20
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Alkane + Br2 hv

Br on most

21
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Alcohol + H2SO4 hv

Alkene

22
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Alcohol + HBr

Br substitution

23
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Alcohol + PBr3 pyrimidine

Br substitution flip stereochemistry

24
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Alcohol + 1. NaH 2. Ch3Br

Ether

25
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Epoxide + 1. NaOCH3 2. H3O+

OH most OCH3 least

26
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Epoxide + H2O cat. H2SO4

OH on least

27
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Alkyl Halide + 1. MgBr 2. Ether 3. H3O+

Alcohol

28
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CH3CH2MgBr + 1. Ether 2. H3O+

Alcohol

29
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Epoxide + 1. CH3CH2MgBr 2. H3O+

Alcohol R group added

30
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Alkyl Halide + Br2 hv

Br on most (replaces an H)

31
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Alkene + HBr peroxide

Br on least

32
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Alkene + NBS hv

Alkene (Br replaces an H)