ORGANIC NOMENCLATURE 1
1) Some nomenclature rules
• The name is based around the name of the longest carbon chain (which contains the functional group):
number of C atoms 1C 2C 3C 4C 5C 6C 7C 8C 9C 10 C
stem meth eth prop but pent hex hept oct non dec
• The functional group
roup is indicated by a prefix or suffix. e.g. chloroethane
• The position of the functional group is given by a number – counting from the end that gives the functional group the
lowest number.
• We only include numbers if they are needed.
• Where there are two or more of the same groups, di-, tri-, tetra, penta-, hexa-, etc. are used.
• If there is more than one functional group/subsitutent, numbers are se separated
parated by commas and the groups are listed in
alphabetical order (ignoring nay di, tri
tri, etc.). e.g. 3-bromo-1-chlorobutane, 2,2-dibromo-1-chlorobutane
chlorobutane.
• The suffix for alkenes can go in front of other suffixes, e.g. 2-chlorobut-3-enal.
2) Alkanes
displayed
isplayed formula structural formula skeletal formula
methane
CH4
ethane
C2H6
propane
C3H8
butane
C4H10
pentane
C5H12
hexane
C6H14
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3) Alkyl groups
The following groups are often attached to organic molecules – these groups are derived from alkanes with an H missing.
They are called alkyl groups.
methyl ethyl propyl butyl
H H H H H H H H H H
H C H C C H C C C H C C C C
H H H H H H H H H H
CH3- CH3CH2- CH3CH2CH2- CH3CH2CH2CH2-
4) AS functional groups
prefix / suffix
homologous series functional group example
(* = usual use)
H H
suffix -ene
alkenes C C ethene
C C
H H
H H
suffix* -ol
alcohols C OH H C C OH ethanol
prefix hydroxy-
H H
H H H
prefix chloro-
haloalkanes C halogen bromo- H C C C Cl 1-chloropropane
iodo-
H H H
H O
O suffix -al
aldehydes H C C H ethanal
C H
H
H O H H
O suffix* - one
H C C C C H butanone
ketones
C prefix oxo-
H H H
H O
O suffix -oic acid
carboxylic acids H C C OH ethanoic acid
C OH
H
H
suffix -nitrile
H C C N ethanenitrile
nitriles C N
H
H H H
suffix* - amine
amines C NH2 H C C C NH2 propylamine
prefix amino-
H H H
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ALKANES
Structural CH3CH2CH(CH3)CH3 (C2H5)2CHCH(CH3)CH(CH3)2
formula
Displayed
formula
Skeletal
formula
Name
ALKENES
Structural
(CH3)2C=CHCH3
formula
Displayed
formula
Skeletal
formula
Name
HALOALKANES
Structural
CH3CH2Br CH3CH2CH(CH3)CH2CHFCH3
formula
Displayed
formula
Skeletal
formula
Name
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ALCOHOLS
Structural
(CH3)3COH
formula
Displayed
formula
Skeletal
formula
Name
ALDEHYDES
Structural CH3CH2CH2CH2CHO (CH3)2CHCHO
formula
Displayed
formula
Skeletal
formula
Name
KETONES
Structural
CH3COCH(CH3)2
formula
Displayed
formula
Skeletal
formula
Name
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CARBOXYLIC ACIDS
Structural
CH3CH2COOH (CH3)3CCH2COOH
formula
Displayed
formula
Skeletal
formula
Name
AMINES
Structural CH3NH2
formula
Displayed
formula
Skeletal
formula
Name
NITRILES
Structural
CH3CH(CH3)CH2CN
formula
Displayed
formula
Skeletal
formula
Name
© www.CHEMSHEETS.co.uk 11-December-2015 Chemsheets AS 1072