Organic Chemistry - (Amines, Amino Acids so far) Flashcards

1
Q

Are amines soluble in water? If so why?

A

Amines are soluble in water due to hydrogen bonding.

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2
Q

How can amines behave as bases?

A

The nitrogen has a lone pair which can act as a proton acceptor.

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3
Q

What happens when amines react with acids?

A

A salt is produced. It also removes the smell of the amine.

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4
Q

How would you identify the type of amine or amide?

A

If there are 2 Hydrogens attached to the Nitrogen, it is PRIMARY.

If there is 1 Hydrogen attached to the Nitrogen, it is SECONDARY.

If there are NO Hydrogens attached to the Nitrogen, it is TERTIARY.

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5
Q

How can amines be prepared from haloalkanes?

A

Haloalkanes react with alcoholic ammonia under pressure and reflux.
Ammonia is the nucleophile and an amine (or its salt) is produced.

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6
Q

When producing a amine from a haloalkane, why is the amine produced also a nucleophile?

A

The amine produced is also a nucleophile because the nitrogen has a lone pair. It can attack another molecule of halogenoalkane to produce a secondary amine. This can repeat to produce tertiary and quarternary amines.

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7
Q

Give an example of a haloalkane.

A

C2H5Br

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8
Q

What conditions are needed when reducing aromatic nitro compounds to aromatic amines?

A

Concentrated HCl
Sn
Reflux

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9
Q

How would you turn Nitrobenzene to Phenylamine?

A
Nitrobenzene with conc HCl and Sn.
Then NaOH(aq) to get Phenylamine.
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10
Q

How do you get Nitrobenzene to eventually reduce to phenylamine?

A

Benzene with concentrated HNO3 and H2SO4

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11
Q

What is the difference between an aromatic amine and an aliphatic amine?

A

Aromatic has a benzene ring, aliphatic doesn’t.

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12
Q

Define (alpha) amino acids.

A

They have a carboxylic acid and an amine attached to the same carbon.

They are all on carbon 2.

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13
Q

Define zwitterions.

A

Amino acids have an acidic and basic group therefore the acidic group (COOH) readily donates a proton to the basic group (NH2). This forms an internal salt which is a zwitterion.

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14
Q

Why are amino acids amphoteric?

A

They can behave as both bases

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15
Q

What is a isolectric point?

A

The pH at which an amino acid is in neutral overall. This is not necessarily pH 7.

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16
Q

What happens when you add an acid or an alkali to glycine?

A

When an acid is added, glycine’s carboxylic acid doesn’t change but its amine has a positive charge.
eg.
NH2CH2COOH + HCl (aq) —–> Cl- N+H3CH2COOH

When an alkali is added, glycine’s amine stays the same but its carboxylic acid has a negative charge.
eg.
NH2CH2COOH + NaOH (aq) —–> NH2CH2COO- Na+ + H2O

17
Q

What functional group differs an amine from an amide?

A

Amides have a carbonyl group whereas amines don’t.

18
Q

Which type of amides are all proteins?

A

All proteins are secondary amides.