Synthetic Routes Flashcards

1
Q

Alkane to haloalkane

A

X2, UV light, free radical substitution

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
2
Q

Haloalkane to Amine

A

Excess ethnanolic ammonia (or amines)

Heat

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
3
Q

Haloalkane to Nitrile

A

NaCN or KCN,
Ethanol,
Reflux
Nucleophilic substitution

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
4
Q

Nitrile to Amine

A

LiAlH4, Then dilute acid. (Lab) - reduction

Or Na and ethanol, reflux.

Or H2, Ni/pt catalyst, high temp and pressure (Industry) - catalytic hydrogenation

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
5
Q

Nitrile to carboxylic acid

A

Dilute HCl, reflux (hydrolysis)

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
6
Q

Hydroxynitrile to amine

A

LiAlH4, Then dilute acid. (Lab) - reduction

Or Na and ethanol, reflux.

Or H2, Ni/pt catalyst, high temp and pressure (Industry) - catalytic hydrogenation

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
7
Q

Hydroxynitrile to carboxylic acid

A

Dilute HCl, reflux (Hydrolysis)

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
8
Q

Alkene to alkane

A

H2, nickel catalyst, 150℃

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
9
Q

Alkene to dihaloalkane

A

X2, 20℃

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
10
Q

Alkene to alcohol

A

Steam, H3PO4 catalyst, 300℃, 60-70atm

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
11
Q

Alcohol to alkene

A

Conc. H2SO4 or H3PO4, 170℃

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
12
Q

Haloalkane to alcohol

A

Warm NaOH OR KOH, H2O, reflux

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
13
Q

Alcohol to haloalkane

A

NaX, H2SO4, 20℃

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
14
Q

Alcohol to Ester

A

Carboxylic acid, acid catalyst, heat. - esterification

OR acyl chloride.
Or acid anhydride

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
15
Q

Ester to alcohol

A

Dilute acid or alkali,
Reflux
-hydrolosis

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
16
Q

Alcohol to aldehyde/ketone

A

Acidified potassium dichromate, heat

17
Q

Aldehyde/ketone to Alcohol

A

NaBH4 then water - aldehyde gives primary, ketone give secondary

18
Q

Aldehyde/Ketone to hydroxynitrile

A

HCN

-Nucleophilic addition

19
Q

Aldehyde to carboxylic acid

A

Acidified potassium dichromate, reflux

Oxidation

20
Q

Hydroxynitrile to carboxylic acid

A

Dilute HCl,

Reflux

21
Q

Carboxylic acid to ester

A

Alcohol,
Acid catalyst
Heat

22
Q

Ester to carboxylic acid

A

Dilute acid or alkali,

Reflux

23
Q

Carboxylic acid to acyl chloride

24
Q

Acylc chloride to carboxylic acid

25
Acyl chloride to amide
NH3, 20℃ (to make primary amide) Amine, 20℃ (to make secondary amide)
26
Acyl chloride to ester
Alcohol, 20℃
27
Benzene to nitrobenzene
conc. HN03 conc.H2SO4 warm
28
Nitrobenzene to phenylamine
Tin, conc. HCl reflux then NaOH
29
Benzene to Halobenzene
X2, AlCl3 catalyst, warm
30
Benzene to Alkyl Benzene
Haloalkane AlCl3 catalyst | reflux
31
Benzene to phenylketone
Acyl chloride AlCl3 catalyst reflux
32
Phenol to 2,4,6-tribromophenol
``` Bromine water (Br2) 20℃ ```
33
Phenol to sodium phenoxide
NaOH | 20℃
34
Phenol to phenyl esters
acyl chloride | 20℃
35
Phenol to 2-nitrophenol, or 4 nitrophenol
Dilute HN03, | 20℃