blended - carboxylic acids and their derivatives Flashcards

1
Q

are carboxylic acids, acids

A

weak acids
(only partially dissociate)

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

why is a carboxylic acid a weak acid

A

hydrogen from the carboxyl group can be donated
This delocalisation of charge stabilises the carboxylate ion and the following equilibrium occurs.

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

how to make aliphatic carboxylic acids

A

primary alcohol + [O]
aldehyde + [O]

(ethanol + acidified potassium dichromate)
heat + reflux

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

what do we use to reduce carboxylic acids

A

lithium tetrahydridoaluminate

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

what is used to decarboxylate

A

Soda lime + heat

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

how can esters be made

A
  1. from carboxylic acids + alcohol
  2. from acid anhydride + alcohol
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
7
Q

how to get ester from carboxylic acid

A

Catalyst: H₂SO₄
Conditions: reflux

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

how to get ester from acid anhydride

A

Catalyst: none
conditions: gently heat

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

how to make carboxylic acids from ester

A

hydrolysis

catalyst: dilute sulphuric acid
conditions: reflux

or
catalyst: aqueous sodium hydroxide
conditions: reflux

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

what do you get when you hydrolyse esters

A

carboxylic acid

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

how to convert carboxylic acid to amide

A
  1. acid + ammonia
    heat
  2. heat with urea
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
12
Q

how to convert amide into nitrile

A

heat with P₄O₁₀

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

formation of nitrile

A

halogenoalkane + KCN

conditions: reflux
nuc sub

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

formation of hydroxynitrile

A

aldehyde/ketone + -CN⁻

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

how to make a carboxylic acid from a nitrile

A

hydrolysis
reflux + H₂SO₄

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

when happens when you hydrolyse a nitrile

A

carboxylic acid

17
Q

when happens when you hydrolyse a amide

A

ester + ammonia gas

18
Q

how to make ester from amide

A

hydrolysis
reflux

19
Q

what happens when you reduce a nitrile

A

primary amine

20
Q

what are the 3 methods of nitrile reduction

A
  1. lithiumtetrahydridoaluminate in ethoxyethane
  2. sodium metal in ethanol
  3. hydrogen gas and a nickel catalyst