Orgo. I > Addition Reactions Handout > Flashcards

Addition Reactions Handout Flashcards

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1
Q

Hydrohalogenation reaction type

A

Addition

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2
Q

Hydration reaction type

A

Addition

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3
Q

Halogenation reaction type

A

Addition

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4
Q

Halohydrin formation reaction type

A

Addition

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5
Q

Oxymercuration-reduction reaction type

A

Addition

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6
Q

Hydroboration reaction type

A

Addition

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7
Q

Osmylation reaction type

A

Oxidation

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8
Q

Ozonolysis reaction type

A

Oxidation

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9
Q

Hydrogenation reaction type

A

Reduction

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10
Q

Hydrohalogenation reagents

A

H-X

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11
Q

Hydration reagents

A

H2O + H2SO4

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12
Q

Halogenation reagents

A

X2

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13
Q

Halohydrin formation reagents

A

X2, H2O

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14
Q

Oxymercuration-reduction reagents

A
  1. Hg(OAc)2, H2O
  2. NaBH4
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15
Q

Hydroboration reagents

A
  1. BH3 THF
  2. H2O2, NaOH
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16
Q

Osmylation reagents

A
  1. OsO4
  2. NaHSO3
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17
Q

Ozonolysis reagents

A
  1. O3
  2. (CH3)2S
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18
Q

Hydrogenation reagents

A

H2, and a sheet of metal (either Pd, Pt, or Ni)

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19
Q

Hydrohalogenation intermediate

A

Carbocation

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20
Q

Hydration intermediate

A

Carbocation

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21
Q

Halogenation intermediate

A

Bridged halonium ion

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22
Q

Halohydrin formation intermediate

A

Bridged halonium ion

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23
Q

Oxymercuration-reduction intermediate

A

Bridged mercurinium ion

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24
Q

Hydroboration intermediate

A

Concerted

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25
Osmylation intermediate
Concerted
26
Ozonolysis intermediate
Concerted
27
Ozonolysis intermediate
Concerted
28
Hydrogenation intermediate
Concerted
29
Hydrohalogenation regioselectivity
Markovnikov
30
Hydration regioselectivity
Markovnikov
31
Halogenation regioselectivity
N/A
32
Halohydrin formation regioselectivity
H2O on more substituted C
33
Oxymercuration-reduction regioselectivity
Markovnikov
34
Hydroboration regioselectivity
Anti-Markovnikov
35
Osmylation regioselectivity
N/A
36
Ozonolysis regioselectivity
N/A
37
Hydrogenation regioselectivity
N/A
38
Hydrohalogenation stereoselectivity
N/A
39
Hydration stereoselectivity
N/A
40
Halogenation stereoselectivity
Anti
41
Halohydrin formation stereoselectivity
Anti
42
Oxymercuration-reduction stereoselectivity
Anti
43
Hydroboration stereoselectivity
Syn
44
Osmylation stereoselectivity
Syn
45
Ozonolysis stereoselectivity
Syn
46
Hydrogenation stereoselectivity
Syn
47
H-X
Hydrohalogenation
48
H2O + H2SO4
Hydration
49
X2
Halogenation
50
X2, H2O
Halohydrin formation
51
1. Hg(OAc)2, H2O 2. NaBH4
Oxymercuration-reduction
52
1. BH3 THF 2. H2O2, NaOH
Hydroboration
53
1. OsO4 2. NaHSO3
Osmylation
54
1. O3 2. (CH3)2S
Ozonolysis
55
H2, sheet of either Pd, Pt, or Ni
Hydrogenation
56
Markovnikov, N/A
Either hydrohalogenation or hydration Look for reagents to differentiate
57
N/A, anti
Halogenation
58
H2O on more substituted C, anti
Halohydrin formation
59
Markovnikov, anti
Oxymercuration-reduction
60
Anti-Markovnikov, syn
Hydroboration
61
N/A, syn
Either osmylation, ozonolysis, or hydrogenation Look for the reagents to differentiate
62
Hydrohalogenation (full)
Addition reaction H-X reagents Carbocation intermediate Markovnikov regioselectivity Stereoselectivity N/A
63
Hydration (full)
Addition rxn H2O + H2SO4 reagents Carbocation intermediate Markovnikov regioselectivity Stereoselectivity N/A
64
Halogenation (full)
Addition rxn X2 reagent Bridged halonium ion intermediate Regioselectivity N/A Anti stereoselectivity
65
Halohydrin formation (full)
Addition rxn X2, H2O reagents Bridged halonium ion intermediate Regioselectivity: H2O on more substituted C Anti stereoselectivity
66
Oxymercuration-reduction (full)
Addition rxn Reagents: 1. Hg(OAc)2, H2O 2. NaBH4 Bridged mercurinium ion intermediate Markovnikov regioselectivity Anti stereoselectivity
67
Hydroboration (full)
Addition rxn Reagents: 1. BH3 THF 2. H2O2, NaOH Intermediate: concerted Anti-Markovnikov regioselectivity Syn stereoselectivity
68
Osmylation (full)
Oxidation rxn Reagents: 1. OsO4 2. NaHSO3 Intermediate: concerted Regioselectivity N/A Syn stereoselectivity
69
Ozonolysis (full)
Oxidation rxn Reagents: 1. O3 2. (CH3)2S Intermediate: concerted Regioselectivity N/A Syn stereoselectivity
70
Hydrogenation (full)
Reduction rxn Reagents: H2, sheet of either Pd, Ni, or Pt Intermediate: concerted Regioselectivity N/A Syn stereoselectivity
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