1. Amines and Amides Flashcards

1
Q

how is an Amine a derivative of Ammonia NH3

A

if 1 or more H on NH3 is replaced with an organic group you get an amine

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2
Q

when 1 alkyl group replace a H on NH3 it is called a

A

primary amine

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3
Q

when 2 alkyl group replace a H on NH3 it is called a

A

secondary amine

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4
Q

when 3 alkyl group replace a H on NH3 it is called a

A

tertiary amine

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5
Q

if Nitrogen atom is bonded to four alkyl groups you get a

A

quaternary ammonium ion (positively charged)

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6
Q

Aliphatic is a term for

A

compounds without any benzene ring structures

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7
Q

e. g’s of naming amines
1. CH5N
2. C2H7N
3. C3H9N
4. C4H12N
5. C6H5NH2

A
  1. methylamine
  2. dimethylamine
  3. trimethylamine
  4. tetramethylamine ion
  5. phenylamine
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8
Q

acids ____ protons

A

donate

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9
Q

bases ____ protons

A

accept

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10
Q

How are Amines bases?

A
lone pair of electrons on nitrogen 
accepts protons (H+ ions)
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11
Q
  1. What do amines make when they are neutralised by acids?
  2. ethylamine reacts with Hydrochloric acid to make
    CH3CH2NH2 + HCl ->
A

1.ammonium salts
2. ethyl ammonium chloride
CH3CH2NH3+Cl-

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12
Q

How to make Aliphatic amines from haloalkanes

  1. conditions
  2. reagents
A
  1. heat

2. haloalkane + excess of ethanolic ammonia (ammonia dissolved in ethanol)

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13
Q

When making aliphatic amines from Haloalkanes what do you get a mixture of?

A

primary, secondary and tertiary amines and quatenary ammonium salts

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14
Q

Why do you get a mixture of products when making aliphatic amines from haloalkanes?

A

more than one hydrogen is likely to be substituted

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15
Q

when making aliphatic amines from haloalkanes you can separate the mixture of products using

A

fractional distillation

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16
Q

e.g. of how you get a mixture of products when making aliphatic amines from haloalkanes
1. bromoethane will react with ammonia to form
NH3 + CH3CH2Br ->
2. ethylamine will also react with bromoethane to form
CH3CH2NH2 + CH3CH2Br ->

A
  1. ethylamine
    CH3CH2NH2 + NH4Br
  2. diethylamine
    CH3CH2NHCH2CH3 + NH4Br
17
Q

What kind of reaction takes place when you make aliphatic amines from haloalkanes

A

nucleophillic substitution reaction

18
Q

Aromatic amines can be made by

A

reducing a nitro compound

e.g. nitrobenzene C6H5NO2

19
Q

making aromatic amines

2 steps involved in reducing nitro compounds

A
  1. Heat/reflux , tin and concentrated hydrochloric acid, = makes a salt
  2. to get aromatic amine add sodium hydroxide
20
Q

equation for making an aromatic amine from nitrobenzene

A

C6H5NO2 + 6[H] —> C6H5NH2 + 2H20
nitrobenzene + reducing agent –> phenylamine + water
1. tin, conc. HCl, reflux
2. NaOH

21
Q

How is an amide a carboxylic acid derivative

A

amides contain functional group -CONH2

OH on carboxylic acid replace for amine NH2

22
Q

a primary amide is where

A

Nitrogen is bonded to one carbon

RCONH2

23
Q

a secondary amide is where

A

Nitrogen is bonded to 2 carbons
one of the Hs is replaced with an alkyl group
RCONHR

24
Q

why do amides behave differently from amines

A

carbonyl group (C=O) pulls electrons away from rest of CONH2 group

25
Q

What groups do amino acids have

A

a basic amino group (NH2)

an acidic carboxyl group (COOH)

26
Q

an alpha amino acids both groups (NH2, COOH) are attached to

A

the same carbon atom (the alpha carbon)

27
Q

what is the general formula of an alpha amino acid

A

RCH(NH2)COOH

R is the variable group attached to the alpha carbon

28
Q

Amino acids can react with alkalis
how?
e.g. RCH(NH2)COOH + NaOH->

A

the carboxylic acid group in an amino acid can react with an alkali to form conjugate base RCH(NH2)COO- which can combine with a positive ion to form a salt
e.g. RCH(NH2)COO-Na+ + H2O

29
Q

Amino acids can react with Acids
how?
e.g. RCH(NH2)COOH + HCl ->

A
Amino group (NH2) reacts with acid to form a salt of the conjugate acid 
RCH(N+H3Cl-)COOH
30
Q

the COOH in amino acids react with alcohols to form

A

esters

31
Q

Amino acids react with alcohols to form esters

catalyst

A

strong acid catalyst e.g. H2SO4

32
Q

amino acid react with alcohol to form ester e.g.

RCH(NH2)COOH + CH3OH ->

A

RCH(NH2)COOCH3 + H2O