Organic Mechanisms Flashcards

1
Q

Alkane to Alkene?

A

React with H₂ with a nickel catalyst.

This is reduction/nucleophilic addition.

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2
Q

Alkane to haloalkane?

A

Halogen with UV radiation. React with halogen radical.

This if free radical substitution.

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3
Q

Alkene to haloalkane?

A

React with hydrogen halide.

This is electrophilic addition.

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4
Q

Alkene to alcohol?

A

React with steam and H₂SO₄

This is hydration.

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5
Q

Alcohol to alkene?

A

React with conc. H₂SO₄ or H₃PO₄ and heat

This is dehydration.

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6
Q

Haloalkane to alcohol?

A

React with NaOH

This is nucleophilic substitution.

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7
Q

Alcohol to haloalkane?

A

React with sodium halide with H₂SO₄ as a catalyst.

This is nucleophilic substitution.

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8
Q

Primary alcohol to aldehyde?

A

React with acidified dichromate, [O], distill.

This is oxidation.

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9
Q

Primary alcohol to carboxylic acid?

A

React with acidified dichromate, [O], reflux.

This is oxidation.

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10
Q

Secondary alcohol to ketone?

A

React with acidified dichromate, [O], reflux.

This is oxidation.

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11
Q

Aldehyde to primary alcohol?

A

React with NaBH₄

This is reduction.

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12
Q

Ketone to secondary alcohol?

A

React with NaBH₄

This is reduction.

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13
Q

Aldehyde to hydroxynitrile?

A

:React with CN⁻ and H⁺

This is nucleophilic addition.

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14
Q

Ketone to hydroxynitrile?

A

React with :CN⁻ and H⁺

This is nucleophilic addition.

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15
Q

Haloalkane to amine?

A

React with NH₃ and ethanol, heat under pressure.

This is nucleophilic substitution.

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16
Q

Haloalkane to nitrile?

A

React with :CN⁻ and ethanol.

This is nucleophilic substitution.

17
Q

Nitrile to amine?

A

React with H₂ with a nickel catalyst.

This is reduction/nucleophilic addition.

18
Q

Nitrile to carboxylic acid?

A

React with aqueous acid

This is acid hydrolysis*.

19
Q

Carboxylic acid to ester?

A

React with alcohol and an acid catalyst.

This is esterification.

20
Q

Carboxylic acid to acid anhydride?

A

Dehydration of two carboxylic acids.

21
Q

Acid anhydride to carboxylic acid?

A

React with H₂O

This is hydrolysis/hydration.

22
Q

Acid anhydride to ester?

A

React with alcohol and an acid catalyst.

This is nucleophilic addition.

23
Q

Ester undergoes acid hydrolysis to form…?

A

Carboxylic acid and alcohol.

24
Q

Ester undergoes base hydrolysis to form…?

A

Carboxylate ion and alcohol.

25
Q

Acyl chloride to ester?

A

React with an alcohol.

This is called nucleophilic addition.

26
Q

Acyl chloride to primary amide?

A

React with NH₃

This is nucleophilic addition.

27
Q

Acyl chloride to secondary amide?

A

React with R-NH₂

This is nucleophilic addition.

28
Q

Amide undergoes acid hydrolysis to form…?

A

Ammonium salt and carboxylic acid

29
Q

Amide undergoes base hydrolysis to form…?

A

Amine and carboxylate salt

30
Q

Amine to amide?

A

React with acyl chloride

This is nucleophilic addition.