Organic Synthesis Flashcards

1
Q

Bromoalkane to alcohol

A

NaOH

Reflux

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2
Q

Bromoalkane to primary amine

A

NH₃
Ethanol
Reflux

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3
Q

Alcohol to bromoalkane

A

NaBr
H₂SO₄
Reflux

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4
Q

Bromoalkane to alkene

A

NaOH/ethanol

Reflux

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5
Q

Alkene to bromoalkane

A

HBr 20˚C

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6
Q

Alkene to alkane

A

H₂
150°C
Nickel catalyst

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7
Q

Alkene to dibromoalkane

A

Br₂

20˚C

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8
Q

Alcohol to aldehyde/ketone

A

K₂Cr₂O₇
H₂SO₄
Heat then distill

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9
Q

Aldehyde/ketone to alcohol

A

LiAlH4
Dry ethyl ether
Heat

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10
Q

Aldehyde/ketone to hydroxynitrile

A

HCN
Ethanol
Reflux

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11
Q

Carboxylic acid to alcohol

A

LiAlH₄
Dry ethyl ether
Heat

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12
Q

Aldehyde/ketone to carboxylic acid

A

K₂Cr₂O₇
H₂SO₄
Reflux

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13
Q

Nitrile to carboxylic acid

A

HCL

Reflux

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14
Q

Carboxylic acid to ester

A

Alcohol
H⁺ catalyst
Reflux

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15
Q

Ester to carboxylic acid

A

H⁺ reflux

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16
Q

Acyl chloride to carboxylic acid

A

H₂O

20˚C

17
Q

Carboxylic acid to acyl chloride

A

PCl₅

20˚C

18
Q

Acyl chloride to ester

A

Alcohol

20°C

19
Q

Acyl chloride to N-substituted amide

A

Amine

20˚C

20
Q

Acyl chloride to primary amide

A

NH₃

20°C

21
Q

Benzene to benzenesulfonic acid

A

Sulfonation
Fuming H₂SO₄
Warm

22
Q

Benzene to cyclohexane

A

H₂

Raney nickel catalyst

23
Q

Benzene to bromobenzene

A

Bromination
Br₂
FeBr₃ catalyst
Warm

24
Q

Acylation of benzene

A

RCOCl
AlCl₃
Catalyst, reflux, dry ether

25
Q

Alkylation of benzene

A

RCl
AlCl₃
Catalyst
Reflux dry ether

26
Q

Benzene to nitrobenzene

A

Nitration
H₂SO₄
HNO₃
55°C

27
Q

Nitrobenzene to phenylamine

A

Sn/HCL

Reflux

28
Q

Phenylamine to benzenediazonium chloride

A

HNO₂/HCl

29
Q

Benzenediazonium chloride to yellow/orange azo compound

A

Phenol

NaOH

30
Q

Phenol to 2,4,6 triobromophenol

A

Bromine water

20°C

31
Q

Phenol to 2-nitrophenol + 4-nitrophenol

A

Dilute nitric acid.

32
Q

Alkane to bromoalkane

A

Br₂ UV light