Polymers and Life - Amines and Amino Acids Flashcards

1
Q

what is the structure of a primary amine?

A
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2
Q

what is the structure of a secondary amine?

A
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3
Q

what is the structure of a tertiary amine?

A
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7
Q

what is the functional group for amines?

A

at least one C-N bond, other bonds on the N are either to a H or other alkyl groups

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8
Q

what is the solubility of amines in water?

A

small amines are soluble in water, large amines are not

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9
Q

why are small amines soluble in water and large amines insoluble?

A

there is a lone pair on an electronegative atom with 2H also attached to it

the lone pair and H atoms can hydrogen bond with water

in small amines, the bonds are sufficient to solvate the molecule

in large amines, molecules would have to break many H bonds already present while only forming 3 H bonds so cannot solvate

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10
Q

what is the functional group of amides?

A
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11
Q

how are primary amines named?

A

either amino as a prefix - used with <1 group

or amine as a suffix - used with 1 group

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12
Q

are amines acidic or basic?

A

basic

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13
Q

how are amides formed?

A

when an amine and carboxylic acid react

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14
Q

why don’t amines and amides act similarly?

A

because the carbonyl group on an amide makes it act more like an ester than an amine

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15
Q

what is the structure of a primary amide?

A
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16
Q

what is the structure of a secondary amide?

A
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17
Q

what is the structure of a tertiary amide?

A
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21
Q

what are primary amides made from?

A

ammonia + acyl chloride

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22
Q

why are primary amides made from acyl chlorides and not carboxylic acids?

A

carboxylic acids do not react easily with ammonia but acyl chlorides do, and they produce the same product

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23
Q

what are secondary amides derived from?

A

primary amine + carboxylic acid

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24
Q

what type of reaction produces amides?

A

condensation reaction

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25
Q

what is the by-product of the reaction to produce amides?

A

hydrogen chloride

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26
Q

what is the equation for the hydrolysis of primary amides in acidic conditions?

A

RCONH2 -> RCOOH + NH4

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27
Q

what is the equation for the hydrolysis of primary amides in alkaline conditions?

A

RCONH2 -> RCOO- + NH3

28
Q

what is the equation for the hydrolysis of secondary amides in acidic conditions?

A

RCONHR| -> RCOOH + R|NH3+

29
Q

what is the equation for the hydrolysis of secondary amides in alkaline conditions?

A

RCONHR| -> RCOO- + R|NH2

30
Q

what is a conjugate base?

A

an acid that has donated a H+

31
Q

why are conjugate bases basic?

A

as the acids have donated a H+, they can now re-accept them, making them basic

32
Q

what strength of conjugate bases do strong acids form and why?

A

weak conjugated bases

strong acids fully dissociate so are less likely to re-accept the proton

33
Q

what is the more common name for aminocarboxylic acids?

A

amino acids

34
Q

what is an alpha amino acid?

A

an amino acid with a central carbon atom, which is attached to the amine and carboxyl groups

35
Q

what is an alpha carbon in amino acids?

A

the central carbon - the one attached to the -COOH and amine groups

36
Q

what is a zwitterion?

A

a molecule with two functional groups, where one it positive and one is negative

37
Q

what is the overall charge of a zwitterion?

A

neutral

38
Q

which amino acid isn’t chiral and why?

A

glycine, the R group is a H so the alpha carbon is bonded to 2 H groups

39
Q

what is the overall charge of amino acids?

A

neutral

40
Q

how do amino acids act in basic conditions?

A

as an acid

41
Q

how do amino acids act in acidic conditions?

A

as a base

42
Q

how do amino acids form zwitterions?

A

as they receive or donate protons in aqueous conditions

43
Q

what part of an amino acid accepts protons?

A

the NH2 group

44
Q

what part of an amino acid donates protons?

A

the COOH group

45
Q

draw an amino acid in zwitterion form

A
47
Q

what type of intermolecular bonds do amino acid zwitterions form in aqueous conditions?

A

permanent dipole - permanent dipole

48
Q

draw an amino acid in neutral, acidic and basic conditions

A
50
Q

how do amino acids act as buffers?

A

the zwitterions buffer the solution by forming an acidic or basic ion, depending on the pH, to form an equilibrium

51
Q

where are peptide bonds formed on amino acids?

A

between the -NH2 and -COOH

52
Q

draw a peptide link between two amino acids

A
53
Q

what type of reaction forms peptide bonds?

A

condensation reactions

55
Q

how are dipeptides names?

A

the first 3 letters of each amino acid in order of bonding

56
Q

what does chiral mean?

A

non-superimposable

57
Q

what is a chiral centre?

A

a molecule bonded to 4 different groups

58
Q

what are enantiomers?

A

a pair of molecules that are mirror images of each other

59
Q

what is an essential amino acid?

A

an amino acid that can only be obtained through diet

60
Q

what is a non-essential amino acid?

A

an amino acid that can be synthesised by the body