SME 6.2 Carbonyl Compounds

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What is a carbonyl compound?

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1

What is a carbonyl compound?

an organic molecule that contains a C=O group

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2

Carbonyl compounds include

aldehydes, ketones, carboxylic acids, esters, amides, acyl chloride and acid anhydrides

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3

Primary alcohols can be oxidised to form

aldehydes then further oxidation to carboxylic acids

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4

The oxidising agents used are acidified potassium or sodium dichromate(VI) (K2Cr2O7 or Na2Cr2O7) which will change colour

from orange to green

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5

Alternatively, acidified potassium manganate(VII) (KMnO4) can be used, the colour change is from

purple to colourless

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6

In order to form the aldehyde, distillation apparatus should be used otherwise

the aldehyde will undergo further oxidation

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7

The aldehyde product has a lower boiling point than the alcohol reactant so

it can be distilled off as soon as it forms

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8

To form a ketone, which can not undergo further oxidation,

reflux apparatus can be used

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9

Compounds containing -C=O groups will undergo a condensation reaction with

2,4-dinitrophenylhydrazine

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10

A condensation reaction is a reaction in which

two molecules join together and a small molecule (such as water or hydrogen chloride is eliminated)

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11

The positive result for this reaction test is

a deep orange precipitate being formed

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12

The pos result precipitate can be purified by

recrystallisation

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13

The melting point of the formed precipitate can then be measured and compared to literature values to find out

which specific aldehyde or ketone had reacted with 2,4-DNPH

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14

The 2,4-DNPH test is especially useful as

other carbonyl compounds such as carboxylic acids and esters do not give a positive result

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15

Aldehydes and ketones have different chemical properties which means

they can be identified

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16

The carbonyl group in an aldehyde is always situated

at the end of the chain

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17

The simplest aldehyde is

methanal, HCHO

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18

The carbonyl group in a ketone is always situated

in the middle of the chain

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19

The simplest ketone is

is propan-2-one, CH3COCH3, as you need an alkyl group either side of the carbonyl carbon in a ketone

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20

In order to determine whether a compound is an aldehyde or a ketone two chemical tests can be performed:

  1. Fehling’s solution

  2. Tollens’ reagent

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21

Fehling’s solution is

a blue alkaline solution which contains copper(II) ions, which act as the oxidising agent

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