Orgo rxns

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36 Terms

1
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HBr

replaces OH with Br (SN1 or SN2)

2
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PBr3

replaces OH with BR and inverts (SN2)

3
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SOCl2

py.

replaces OH with Cl and inverts (SN2)

4
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TsCl

py

replaces OH with OTs

5
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H2SO4

heat

alkene (E1)

6
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H2SO4

heat, H2O

ketone (E1)

7
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PCC 1*

aldehyde

8
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PCC 2*

ketone

9
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PCC 3*

x

10
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CrO3

H2SO4, H2O 1*

carboxylic acid

11
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CrO3

H2SO4, H20 2*

ketone

12
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CrO3

H2SO4 3*

x

13
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CrO3

H2SO4, H2O aldehyde

carboxylic acid

14
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HIO4 1*

formaldehyde

15
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HIO4 2*

aldehyde

16
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HIO4 3*

ketone

17
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H2SO4

H2O

mark OH

18
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CL2

CCL4

anti add CL

19
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CL2

H20

mark OH, anti add CL

20
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  1. Hg(OAc)2, H2O

  2. NaBH4

mark OH

21
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  1. BH3, THF

  2. H2O2, NaOH, H2O

anti mark OH, syn add OH + H

22
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OsO4

H2O2, H2O

syn add 2OH

23
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  1. O3

  2. (CH3)2S

cleavage

24
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H2

Pt

syn add 2H

25
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  1. NaNH2

  2. CH3CH2Br

extends chain

26
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  1. BR2

  2. NaNH2

alkyne

27
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Br2

adds 2Br

28
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HBr

adds Br

29
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  1. (Sia)2BH

  2. H2O2, NaOH, H2O

terminal aldehyde, internal ketone

30
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HgSO4

H2SO4

H20

ketone

31
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H2

lindlars

cis alkene

32
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2Na

NH3

trans alkene

33
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Br2

hv

mark Br

34
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NBS

light

alkene, Br allylic

35
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HBr

toot

antimark Br

36
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NaH

CH3I

remove H from OH, add chain