359167 Organic Synthesis Activity 1

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A Level Chemistry A
Topic Exploration Pack – Organic Synthesis

Identifying functional groups

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• At A Level there are many functional groups to
recognise and memorise. One way to deal with this
large amount of information is to break it into chunks.

• On the following slides, the functional groups have


been grouped with other similar groups.

• The names of the groups (like ‘simple functional


groups’) are not official titles. They are just a
reference for this activity, and you don’t need to learn
them.
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Simple functional groups
Type of Functional group Type of Functional group
compound compound
Alkene C=C Amine –NH2

Alcohol –OH Nitro compound –NO2

Haloalkane –Cl; –Br; –I Nitrile –CN

Alkenes include a double bond. The other groups are


attached to the carbon chain or a benzene ring.
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Simple carbonyls
Type of compound Functional group

Aldehyde O
R C
H

Ketone O
C 1
R R

These have an oxygen atom double bonded to a carbon,


which itself is bonded to only carbon and/or hydrogen.

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Compound carbonyls
Type of compound Functional group
Carboxylic acid O
R C
OH
O
Acyl chloride
R C
Cl
Cl
O
1° amide
R C
NH2

These have an oxygen atom double bonded to a carbon, which


is bonded to another atom other than carbon or oxygen.

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Bridging groups
Type of compound Functional group
O
Ester
R C
1
O R

2° amide (peptide) O
R C
1
NH R
Acid anhydride O O
C C
R O R

Here, a carbon is double bonded to an oxygen and bonded to


another atom other than carbon or hydrogen. This atom in turn
is bonded to another carbon chain.

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Organic salts
Functional group Diagram

Carboxylate salt O
R C
- +
O Na

- +
Phenoxide salt O Na

These have a metal ion bonded to an oxygen ion. The metal is


most commonly sodium.

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Aromatics / arenes
CH3

CH3

H3C

These contain a benzene ring, often with alkyl groups or other


functional groups attached.
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Phenols
OH

OH OH

CH3
CH3
H3C

These contain a benzene ring with a –OH group directly


attached, often with other alkyl groups or functional groups
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attached.
Identifying the groups
• When given a complex unknown molecule it is
important to be able to rule out certain groups to
make identifying it easier.

• The following flow chart should help you to reduce


the number of options down quickly.

• The blue boxes are key questions to help you rule


certain options in or out.

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Is there a benzene Yes Is there a –OH
Yes
directly attached? Phenols
ring?

No
No
Aromatics
Does the main chain
contain anything but Yes Bridging
carbon? groups

No
Does the carbon
have any other
Does it have a C=O Yes groups Yes Compound
bond attached? carbonyls

No
No
Simple
Simple
carbonyls
functional
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groups
Tasks
• The worksheet contains pictures of molecules.
For each molecule you need to identify all of the
functional groups.

• For an extra challenge, have a go at naming the


basic compounds.

• The advanced molecules are intended to have


some discussion points for the group.

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