6.2 Flashcards

1
Q

what does an ‘R’ group represent

A

alkyl chain of unspecified length

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2
Q

formula, bonding, shape and bond angle of ammonia

A
NH3
covalent bonding 
hydrogen bonding (inter molecular)
107.5 bond angle 
pyramidal shape ( 3 bonded pairs and one lone pair)
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3
Q

what does primary, secondary or tertiary refer to when talking about amines

A

the amount of R groups attached

primary has one r group, secondary 2, tertiary 3

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4
Q

are amines (and ammonia) bases or acids? why?

A

amines and ammonia are both weak bases (by both definitions) as amines have a lone pair of electrons for donations and are a proton acceptor) –> the lone pair on the nitrogen atom can be attacked by H+ ions (proton) forming a dative covalent bond

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5
Q

primary amine + acid –>

and what is special about the product

A

primary amine + acid –> ammonium salt

ammonium salts are completely nonmetal

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6
Q

what reagents are required for the preparation of aliphatic amines

A

haloalkane

excess ammonia and ethanol (or excess ethanoic ammonia)

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7
Q

what mechanism is used to make aliphatic amines

A

nucleophilic substitution of haloalkanes

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8
Q

what are the two steps in the preparation of aliphatic amines

A

1) react a haloalkane with ammonia to make a salt
(CH3CH2Br + NH3 –> [CH3CH2NH3]+Br-)
2) add excess ammonia to form an amine + ammonium
salt
( [CH3CH2NH3]+Br- + NH3 –> CH3CH2NH2 + NH4+Br-)

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9
Q

why is ammonia added in excess in the preparation of aliphatic amines

A

otherwise additional substitutions of the hydrogen atoms will occur making secondary and tertiary amines

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10
Q

why is the preparation of aliphatic amines done in a sealed container

A

because ammonia is very volatile and if the container wasn’t sealed it would be lost from the system.

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11
Q

what are the reagents and conditions in the preparation of aromatic amines

A

nitroarene (benzene with a NO2 group)
tin + conc. hydroclorc acid as a reducing agent
(sodium hydroxide- strong alkali) added after 30mins to neutralise any excess acid
conditions: 100C under reflux

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12
Q

what is an α-amino acid

A

an amino acid which the -COOH and the -NH2 functional groups are added to the same carbon

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13
Q

what two functional groups do α-amino acids have

A

carboxylic acid -COOH

amine group -NH2

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14
Q

general formula for α-amino acids

A

RCH(NH2)COOH

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15
Q

why are amino acids considered amphoteric

A

because the carboxylic acid functional group acts as a weak acid that will partially ionise in water
AND the amine group acts as a base due to the lone pair on the nitrogen atom

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16
Q

how can α-amino acids form zwitterions

A

becasue the two functional group groups exchange a proton and make an internal salt
COO- and NH3+ (charges cancel out)

17
Q

what is the isoelectric point

A

is when there is no overall electrical charge due to each zwitterion having an internal balance

18
Q

how will changing the pH have an effect on the charge of the ion

A

a lower pH (1) than the isoelectric point will make a postive ion (NH3+)
a higher pH (13) than the isoelectric point will make a negative ion (COO-)

19
Q

what is an amide functional group

A

-C(=O)N(-H)

20
Q

what do amino acids form when they react together

A

amino acids form a peptide in condensation reactions

21
Q

what is the reverse of condensation reactions called

A

hydrolysis

when polypeptides/proteins are hydrolyses into separate amino acids

22
Q

how can amides be made

A
  • condensation of amino acids

- by mixing acyl chloride with ammonia

23
Q

what are optical isomers

A

non-superimposable images of each other
same structure but are mirror images of each other
these molecules are entantiomers to each other (different entantiomers rotate plane polarized light in opposite directions)

24
Q

what is a chiral molecule

A

a molecule with no plane of symmetry

25
Q

what is a chiral carbon

A

a carbon with 4 different atoms or groups attached

26
Q

what is a racemate or racemic mixture

A

a 50:50 mixture of each entantiomers. race mate mixtures have no effect on plane polarized light