ORGANIC SYNTHESIS PART 1 Flashcards

1
Q

alkane into haloalkane?

A
  • free radical substitution
  • UV light step 1
  • halogen
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2
Q

haloalkane to primary amine

A

concentrated NH3 in excess
heat under pressure
nucleophilic substitution

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3
Q

primary amine to alkyl ammonium salts

A

dilute HCl
room temp
basically can act as a base and accept a proton forming a salt

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4
Q

tertiary amine to quaternary ammonium salt

A

halogenoalkane
heat
nucleophilic substitution

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5
Q

secondary amine to tertiary amine

A

haloalkane
heat
nucleophilic substitution

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6
Q

primary amine to secondary amine

A

haloalkane
heat
nucleophilic substitution

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7
Q

haloalkane to alkene

A

NaOH in ethanol
heat
elimination

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8
Q

alkene to haloalkane

A

hydrogen halide
room temp
electrophilic addition

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9
Q

haloalkane to alcohol

A

NaOH aq
heat under reflux
nucleophilic substitution

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10
Q

haloalkane to nitrile

A

KCN in ethanol
heat
nucleophilic substitution

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11
Q

nitrile to primary amine

A

LiAlH4 in dry ether
heat
reduction

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12
Q

alkene to dihaloalkanes

A

halogen
room temperature
electrophilic addition

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13
Q

dihaloalkanes to diols

A

NaOH aq
heat under reflux
nucleophilic substitution

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14
Q

alkene to alcohol

A

steam + h2so4
heat
hydration

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15
Q

alcohol to alkene

A

acid catalyst
heat
elimination

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16
Q

alcohol to ketone

A

acidifed potassium dichromate
heat
oxidation

ONLY WORKS IF ALCOHOL IS SECONDARY

17
Q

ketone to alcohol

A

NaBH4 aq
heat
reduction

18
Q

alcohol to aldehyde

A

acidifed potassium dichromate
oxidation
heat to distill at boiling point

19
Q

aldehyde to alcohol

A

NaBH4 aq
heat
reduction

20
Q

nitriles to carboxylic acid

A

dilute hcl and water
heat
hydrolysis

21
Q

aldehydes to carboxylic acid

A

acidifed potassium dichromate
heat under reflux
oxidation

22
Q

carboxylic acids to aldehydes

A

not in spec

23
Q

carboxylic acids to esters

A

alcohol and strong acid catalyst h2so4
esterification

24
Q

acyl chloride to ester

A

alcohol
room temperature
nucleophilic addition elimination

25
carboxylic acids to carboxylate ion
NaOH room temp acid base
26
acyl chloride to carboxylic acid
water room temperature nucleophilic addition elimination
27
acyl chloride to amide
amines room temperature nucleophilic addition elimination
28
acyl chloride to N substituted amide
primary or secondary amine room temperature nucleophilic addition elimination