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Griffin Organic Chemistry > Chapter 12 > Flashcards

Chapter 12 Flashcards

1
Q

H2 and Metal Catalyst Pd-C

A

Alkene to Alkane
Syn addition

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2
Q

H2 and Lindlar Catalyst

A

Lindlar= Pd-CaCO3 or Pb(OCOCH3) + quinoline
Alkyne to Alkene
Syn addition

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3
Q

Na NH3

A

Alkyne to Alkene
Anti addition

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4
Q

1) LiAlH4
2)H2O
(Alkyl Halide)

A

Alkyl Halides to Alkane
SN2 Mechanism

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5
Q

1) LiAlH4
2)H2O

A

Epoxide to alcohol
Anti addition
SN2
Can also use NaBH4

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6
Q

Primary Alcohol Oxidation

A

Alcohol to aldehyde or carboxylic acid (only if in H2O)

Oxidants: CrO3, K2Cr2O7 or Na2Cr2O7 (in H2SO4)
, PCC (organic solute)

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7
Q

Secondary Alcohol Oxidation

A

Alcohol to Ketone

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8
Q

Tertiary Alcohol Oxidation

A

No Reaction

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9
Q

mCPBA or RCO3H

A

Alkene to epoxide

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10
Q

mCPBA or RCO3H +H2O (OH-)

A

Alkene to Diol
Anti addition

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11
Q

1) Br2 + H2O
2) NaH

A

Alkene to Epoxide
Halogenated Alcohol intermediary

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12
Q

1) KMnO4
2) H2O, OH-

A

Alkene to diol
Syn addition

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13
Q

1) OsO4
2) NaHSO3, H2O

A

Alkene to diol
Syn addition

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14
Q

1) O3
2) Zn, H2O

A

Alkene splits along double bond. Two compounds formed with new double bonds to oxygen.

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15
Q

1) O3
2) CH3SCH3

A

Alkene splits along double bond, two compounds formed with new double bonds to oxygen.

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16
Q

Internal Alkyne Ozonolysis

A

1) O3
2) H2O
Results in two carboxylic acids

17
Q

Terminal Alkyne Ozonolysis

A

1) O3
2)H2O
Results in one carboxylic acid and carbon dioxide

18
Q

Alkene to Alkane
Syn addition

A

H2 and Metal Catalyst Pd-C

19
Q

Lindlar= Pd-CaCO3 or Pb(OCOCH3) + quinoline
Alkyne to Alkene
Syn addition

A

H2 and Lindlar Catalyst

20
Q

Alkyne to Alkene
Anti addition

21
Q

Alkyl Halides to Alkane
SN2 Mechanism

A

1) LiAlH4
2)H2O
(Alkyl Halide)

22
Q

Epoxide to alcohol
Anti addition
SN2
Can also use NaBH4

A

1) LiAlH4
2)H2O

23
Q

Alcohol to aldehyde or carboxylic acid (only if in H2O)

Oxidants: CrO3, K2Cr2O7 or Na2Cr2O7, PCC (organic solute)

A

Primary Alcohol Oxidation

24
Q

Alcohol to Ketone

A

Secondary Alcohol Oxidation

25
Q

No Reaction

A

Tertiary Alcohol Oxidation

26
Q

Alkene to epoxide

A

mCPBA or RCO3H

27
Q

Alkene to Diol
Anti addition

A

mCPBA or RCO3H +H2O (OH-)

28
Q

Alkene to Epoxide
Halogenated Alcohol intermediary

A

1) Br2 + H2O
2) NaH

29
Q

Alkene to diol
Syn addition

A

1) KMnO4
2) H2O, OH-

30
Q

Alkene to diol
Syn addition

A

1) OsO4
2) NaHSO3, H2O

31
Q

Alkene splits along double bond. Two compounds formed with new double bonds to oxygen.

A

1) O3
2) Zn, H2O

32
Q

Alkene splits along double bond, two compounds formed with new double bonds to oxygen.

A

1) O3
2) CH3SCH3

33
Q

1) O3
2) H2O
Results in two carboxylic acids

A

Internal Alkyne Ozonolysis

34
Q

1) O3
2)H2O
Results in one carboxylic acid and carbon dioxide

A

Terminal Alkyne Ozonolysis

35
Q

Alkyl Halide to Alkene

A

Elimination
KOC(CH3)3

36
Q

KOC(CH3)3

A

Alkyl Halide to Alkene
E2 Mechanism

Griffin Organic Chemistry (4 decks)

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