GOC L-3 - IUPAC Nomenclature Part 2

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Things you will learn in today's session
IUPAC nomenclature of compounds having
● -COOH group ● -SO3H group
● -CN group ● -COOR group
● -CHO group ● -NC group
● -CONH2 group ● RCOR group
● Acid halide group ● -ROH and -SH group
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IUPAC NOMENCLATURE
Compounds having -COOH groups
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IUPAC Nomenclature - Compounds having -COOH group LIVE
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Suffix
oic acid carboxylic
when ‘C’ of COOH is included in when ‘C’ of COOH is not

the main chain included in the main chain
Prefix carboxy
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Prefix: carboxy
Suffix: -oic /carboxylic acid
⇒
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Prefix: carboxy
⇒ Butan-1-oic acid
3 1
4 2
⇒ 3 2,2-Dimethylbutan-1-oic acid
2
4 1
⇒ 2
1 Butane 1,4-dioic acid
4
3
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Prefix: carboxy
⇒
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Prefix: carboxy
⇒ 2 Propane-1,2,3-tricarboxylic acid Suffix: -oic /carboxylic acid
3 1
⇒ Cyclohexane-1,2,4-tricarboxylic acid
1
6 2
5 3
4
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Prefix: carboxy
⇒ Suffix: -oic /carboxylic acid
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2 Prefix: carboxy
10 1 3 Suffix: -oic /carboxylic acid
⇒ 9 Bicyclo [4,4,0] dec -3,4-
dicarboxylic acid
8
7 6 4
5
2-(1-Carboxymethyl) cyclohexane
⇒ 61 2
-1,4 - dicarboxylic acid
54 3
1
5
⇒ 2 6 Spiro [3,4] octane-6-carboxylic acid
4 7
8
3
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IUPAC NOMENCLATURE
Compounds having -CN group
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IUPAC Nomenclature - Compounds having -C☰N group LIVE
Suffix
nitrile carbonitrile
when ‘C’ of CN is included in when ‘C’ of CN is not included

the main chain in the main chain
Prefix cyano
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Prefix: cyano
Suffix: -nitrile/carbonitrile
⇒
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Prefix: cyano
⇒ 1
3 2 2-Methylpropane-1-nitrile
⇒ 1
3 3,3-Dimethyl butane-1-nitrile
2
4
6
1
⇒ 5 Cyclohexane-1-carbonitrile
4 2
3
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Prefix: cyano
⇒
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Prefix: cyano
6
1 Suffix: -nitrile/carbonitrile
⇒ 5
Cyclohexane-1,2-dicarbonitrile
4
2
3
10 2
1 3
⇒ 9 Bicyclo [4,4,0]
decane-3,4-dicarbonitrile
8
6 4
7 5
1 5 6
⇒ 4
Spiro [3,4] octane-6,7-dicarbonitrile
2
8 7
3
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Prefix: cyano
⇒
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Prefix: cyano
⇒ 2-(1-cyanomethyl)
1
cyclohexane-1,3-dicarbonitrile
6 2
5 3
4
10 2
⇒ 1 3
9
Bicyclo [4,4,0]
dec-3-ene-3,4-dicarbonitrile
8
6 4
7 5
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IUPAC NOMENCLATURE
Compounds having -CHO group
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IUPAC Nomenclature - Compounds having -CHO group LIVE
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Suffix
al carbaldehyde
when ‘C’ of -CHO is included in when ‘C’ of -CHO is not

the main chain included in the main chain
Prefix formyl
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Prefix: Formyl
Suffix: -al/carbaldehyde
⇒
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Prefix: Formyl
⇒ Butan-1-al
3 1
4 2
⇒
2,2-Dimethylbutan-1-al
3 1
4 2
⇒
Propane-1,3-dial
3 1
2
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Prefix: Formyl
CH2-CHO
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Prefix: Formyl
6 Suffix: -al/carbaldehyde
⇒ 5 1
Cyclohexane-1,2-dicarbaldehyde
4 2
3
⇒ 10
2 1 9 Bicyclo [4,4,0]
3
decane-2-carbaldehyde
4 8
6
5 7
3 5
⇒ 6
7-(1-formyl methyl) spiro [3,4]
2 octane-6-carbaldehyde
4
7
8 CH2-CHO
1
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Prefix: Formyl
⇒
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Prefix: Formyl
⇒
1 3-formylcyclohexane-1-carboxylic acid
6 2
3
5
4
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IUPAC NOMENCLATURE
Compounds having -CONH2 group
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IUPAC Nomenclature - Compounds having -CONH2 (amide) LIVE
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Suffix
amide carbamide
when ‘C’ of -CONH2 is included when ‘C’ of -CONH2 is not

in the main chain included in the main chain
Prefix carbamoyl
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Prefix: Carbamoyl
Suffix: amide/carbamide
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Prefix: Carbamoyl
⇒ 3 Butan-1-amide
4 2
1
⇒
Propane-1,3-diamide
3 1
2
⇒ 6
1 Cyclohexane-1-carbamide
5
4 2
3
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Prefix: Carbamoyl
6 Suffix: amide/carbamide
⇒ 5
1
Cyclohexane-1,3-dicarbamide
3 2
4
⇒
2 10 Bicyclo[4,4,0]decane-2-carbamide
1
3 9
4 8
6
5 7
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Prefix: Carbamoyl
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Prefix: Carbamoyl
3 5 6
⇒ Spiro[3,4]octane-6-carbamide
2
4 7
8
1
⇒ 6
1
2 Cyclohexane-1,2,4-tricarbamide
4 3
5
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Prefix: Carbamoyl
⇒
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Prefix: Carbamoyl
⇒
1
6 2
5 3
4
4-carbamoyl cyclohexane-1-carboxylic acid
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IUPAC NOMENCLATURE
Compounds having acid halide group
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IUPAC Nomenclature - Compounds having -C(=O)X (Acid Halides) LIVE
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Suffix
oyl chloride carbonyl chloride
when ‘C’ of O=C-Cl is included when ‘C’ of O=C-Cl isn’t

Prefix haloformyl
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Prefix: Haloformyl
Suffix: oyl chloride/
⇒ carbonyl chloride
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Prefix: Haloformyl
⇒ Butan-1-oylchloride
carbonyl chloride
3
2
4 1
⇒ Pentane-1,5-dioylchloride
3
5 1
4 2
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Prefix: Haloformyl
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Prefix: Haloformyl
6
⇒ 5 Cyclohexane-1,3-dicarbonylchloride
carbonyl chloride
1
2
4
3
10 2
⇒ 1 Bicyclo[4,4,0]decane-2,5-
9
3 dicarbonyl chloride
8 4
7 6 5
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Prefix: Haloformyl
⇒ Suffix: oyl chloride/
carbonyl chloride
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Prefix: Haloformyl
⇒ Suffix: oyl chloride/
carbonyl chloride
Spiro[3,5]nonane-1-carbonylchloride
5 1 2
6
4 3
7 9
8
4
5 3
⇒ Cyclohex-3-en-1-carbonylchloride
6 1 2
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Prefix: Haloformyl
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Prefix: Haloformyl
3-chloroformyl Suffix: oyl chloride/
⇒ cyclohexane-1-carboxylic acid carbonyl chloride
6 1 2
5 3
4
2 Bicyclo[4,2,0]octane-7,8-
⇒ 1 dicarbonyl chloride
3
8
4 6 7
5
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IUPAC NOMENCLATURE
Compounds having -SO3H group
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IUPAC Nomenclature - Functional groups Sulphonic acid (-SO 3H) LIVE
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Suffix (s) Prefix
Sulphonic acid Sulpho
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Prefix: Sulpho
⇒ Suffix - Sulphonic acid
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2 Prefix: Sulpho
⇒ 3
1 Propane-1-sulphonic acid Suffix - Sulphonic acid
4
⇒ 3
2
1 Cyclobutane-1,2-disulphonic acid
Cyclohexane-1,3-disulphonic acid
⇒
6 1 2
3
5
4
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Prefix: Sulpho
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4,4-dimethyl Prefix: Sulpho

⇒ cyclohexane-1-sulphonic acid Suffix - Sulphonic acid
6 1 2
5 3
4
6 2-methyl cyclohex-1-ene-1- sulphonic
⇒ acid
5 1
4 2
3
⇒ Bicyclo[4,2,0]octane-7-
sulphonic acid
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Prefix: Sulpho
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Prefix: Sulpho
⇒ 3 5 6 Spiro[3,4]octane-6-sulphonic acid Suffix - Sulphonic acid
4
2
7
1 8
⇒ 4-Sulphocyclohexane-1-carboxylic acid
6 1 2
5 4 3
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IUPAC NOMENCLATURE
Compounds having -COOR group
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IUPAC Nomenclature - Functional groups ESTERS (-COOR) LIVE
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Suffix
alkyl____oate alkyl____carboxylate
when ‘C’ of -COOR is included when ‘C’ of -COOR is not

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Suffix - alkyl____oate /
⇒ alkyl____carboxylate
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⇒ Methylpropan-1-oate alkyl____carboxylate
3
2
1
3 Ethylbutan-1-oate
⇒ 2
4 1
⇒ 2 Cyclohexyl butan-1-oate
4 3 1
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⇒ Cyclohexylpropan-1-oate alkyl____carboxylate
4 3
⇒ Ethyl-2-ethylbutan-1-oate
2
1
10 2 Methyl
⇒ 9 1 3 bicyclo[4,4,0]decane-3-carboxylate
8 4
6
7 5
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IUPAC NOMENCLATURE
Compounds having -NC group
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IUPAC Nomenclature - Functional groups isocyanide (-N≡C) LIVE
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Suffix (s) Prefix
carbylamine isocyano
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1 Prefix: Isocyano
Suffix: Carbylamine
⇒
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1 Prefix: Isocyano
⇒ 6
2 2-Methyl cyclohexane-1-carbylamine Suffix: Carbylamine
3
5
4
3
⇒ Cyclopropane-1,2-dicarbylamine
1 2
10 Bicyclo[4,4,0]decane-3,4-dicarbylamine
⇒ 2
1 9
3
4 8
6
5 7
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Prefix: Isocyano
CN Suffix: Carbylamine
⇒
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Prefix: Isocyano
3 5 CN 7-Isocyano
⇒ 4
6 Spiro[3,4]octane-6-carbonitrile
Suffix: Carbylamine
2
7
1 8
2-Isocyano cyclohexane-1-
6
⇒ 1
carboxylic acid
5
2
4 3
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IUPAC NOMENCLATURE
Compounds having -RCOR group
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IUPAC Nomenclature - Functional groups Ketones (-RCOR) LIVE
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Suffix Prefix
one oxo, keto
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Prefix: Oxo/keto
⇒ ⇒ Suffix: -one
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Prefix: Oxo/keto
⇒ ⇒ Suffix: -one
6 1 2
5 4 3
Cyclohexan-1-one
Cyclohexane-1,4-dione
⇒ 3
4 2
1
5 6
3-ketocyclohexane-1-
carbaldehyde
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Prefix: Oxo/keto
Suffix: -one
⇒
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Prefix: Oxo/keto
Pentane-2,4-dione Suffix: -one
⇒
3
5 4 2
1
5
1 6
1-Methyl spiro[3,4]octane-6,7-dione
⇒ 2
4
3 7
8
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IUPAC NOMENCLATURE
Compounds having -ROH group
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IUPAC Nomenclature - Functional groups Alcohol (-ROH) LIVE
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Suffix Prefix
ol hydroxy
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Prefix: Hydroxy
Suffix: -ol
⇒ ⇒
⇒ ⇒
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Prefix: Hydroxy
Suffix: -ol
⇒ ⇒
Cyclohexan-1-ol Cyclohexane-1,2-diol
⇒ ⇒
3,5-dimethyl cyclohexan-1-ol Cyclohex-3-en-1-ol
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Prefix: Hydroxy
⇒ Suffix: -ol
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4 Prefix: Hydroxy
3 Butan-2,3-diol
⇒ Suffix: -ol
2
1
⇒ Bicyclo[4,4,0]decane-2,4-diol
3-hydroxy
⇒ 10 bicyclo[4,4,0]decane-2-carbaldehyde
9 1 2 3
4
8 6
7 5
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IUPAC NOMENCLATURE
Compounds having -SH group
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IUPAC Nomenclature - Functional groups Thiol (-SH) LIVE
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Suffix Prefix
thiol mercapto
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Prefix:Mercapto
⇒ Suffix: thiol
O
⇒
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Cyclohexane-1-thiol Prefix:Mercapto
⇒ Suffix: thiol
O
3-mercapto cyclohexan-1-ol
⇒
6 1 2
5 3
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Priority list of Functional groups LIVE
1 Carboxylic acid (-COOH) 7 Cyanides (-C≡N)
2 Sulphonic acid (-SO3H) 8 Isocyanides (-N≡C)
3 Anhydride (RC(=O)OC(=O)R) 9 Aldehyde (-CHO)
4 Ester (-COOR) 10 Ketone (-RC(=O)R)
5 Acid halide (-C(=O)Cl) 11 Alcohol (-OH)
6 Amide (-C(=O)NH2) 12 Thiol (-SH)
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GOC L-3 - IUPAC Nomenclature Part 2

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GOC L-3 - IUPAC Nomenclature Part 2

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wassimbhatt

oic acid carboxylic

when ‘C’ of COOH is included in when ‘C’ of COOH is not

when ‘C’ of CN is included in when ‘C’ of CN is not included

when ‘C’ of -CHO is included in when ‘C’ of -CHO is not

when ‘C’ of -CONH2 is included when ‘C’ of -CONH2 is not

4-carbamoyl cyclohexane-1-carboxylic acid

oyl chloride carbonyl chloride

when ‘C’ of O=C-Cl is included when ‘C’ of O=C-Cl isn’t

Suffix (s) Prefix

Sulphonic acid Sulpho

4,4-dimethyl Prefix: Sulpho

when ‘C’ of -COOR is included when ‘C’ of -COOR is not

Suffix (s) Prefix

one oxo, keto

3,5-dimethyl cyclohexan-1-ol Cyclohex-3-en-1-ol

1 Carboxylic acid (-COOH) 7 Cyanides (-C≡N)

2 Sulphonic acid (-SO3H) 8 Isocyanides (-N≡C)

3 Anhydride (RC(=O)OC(=O)R) 9 Aldehyde (-CHO)

4 Ester (-COOR) 10 Ketone (-RC(=O)R)

5 Acid halide (-C(=O)Cl) 11 Alcohol (-OH)

6 Amide (-C(=O)NH2) 12 Thiol (-SH)

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