Professional Documents
Culture Documents
Oxygen-Containing Hydrocarbon Derivatives
Oxygen-Containing Hydrocarbon Derivatives
Oxygen-Containing Hydrocarbon Derivatives
ALCOHOLS
•Derivatives that contain the
hydroxyl group
CLASSES OF ALCOHOLS ACCORDING TO THE CARBON THAT BEARS THE
HYDROXYL GROUP
primary
• RCH2OH
Secondary
• R2CHOH
tertiary
• R3COH
primary tertiary
tertiary secondary
HOW ARE ALCOHOLS NAMED?
The root
name is
based on • The chain is numbered so as to give
the longest the alcohol unit the lowest possible
chain with number.
the –OH
attached.
• The alcohol suffix is appended after
–ane + -ol
the hydrocarbon suffix minus the
= -anol
“e.”
2-methylbutan-1-ol pentan-3-ol
2-methylbutan-2-ol 3-ethylhexan-2-ol
2,2-dimethylpropan-1-ol 1-methylcyclohexan-1-ol
3-ethylpentan-3-ol butan-2-ol
(E)-2-methylhepta-4,6-dien-3-ol 2,4-dimethylpent-3-en-1-ol
penta-1,2,3-triol propane-1,2,3-triol
Name the following alcohols and classify as to whether they are
primary, secondary, or tertiary?
ETHERS
• Organic derivatives of water that have two
organic groups bonded to the same oxygen atom
Simple ethers
Ethyl methyl ether
alphabetical order.
•If the two alkyl groups are the
same, then it is a dialkyl ether
Ethyl propyl ether
Intermediate ethers
• If one of the groups is more
complex, then the ether group is
usually treated as an alkoxy (i.e. R-
O) substituent.
• The more complex group (i.e.
longer chain, more branched, other 2-methoxypropane
substituents) defines the root.
complex ethers
3-oxaheptane
•If both groups are
complex then the
ether can be named
using –oxa.
Name the following ethers.
4-ethoxyoctane butyl methyl ether
or or
4-propyl-3-oxaoctane 1-methoxybutane
or
2-oxahexane
methoxycyclohexane 2-isopropoxypropane or
or cyclohexyl methyl ether 2,4-dimethyl-3-oxapentane
or
diisopropyl ether
PHENOLS
• Aromatic compounds with the hydroxyl
functional group
HOW ARE PHENOLS NAMED?
PHENOLS
• The prefixes ortho-, meta, and para
are named
can be used to designate the relative
like other
positions of the the two substituents
aromatic
for disubstituted compounds.
compounds.
-phenol is
used as the
parent • Numbering from the -OH to give the
name substituent/s the lowest locant
instead of
benzene
Name the following phenols.
2-chlorophenol o-nitrophenol
or
ortho-chlorophenol
4-chloro-3,5-dimethylphenol
2,4-dibromophenol
ALDEHYDES AND KETONES
• Organic compounds that contain the carbonyl functional
group
methanal (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-
AKA 1-en-1-yl)nona-2,4,6,8-tetraenal AKA
formaldehyde
retinal
ALDEHYDES
• Organic compounds that contain the carbonyl functional
group
HOW ARE ALDEHYDES NAMED?
butanal pentanal
Name the following aldehydes.
2-ethyl-4-methylpentanal 2,2-dimethylbutanal
propenal 3-bromobutanal
HOW ARE CYCLIC AND AROMATIC ALDEHYDES NAMED?
For cyclic aldehydes in which the –CHO group is directly attached to a ring,
the suffix –carbaldehyde is used.
4-bromobenzaldehyde 2,5-dimethylbenzaldehyde
Propan-2-one acetophenone benzophenone
AKA
acetone
KETONES
• Organic compounds that contain the carbonyl functional
group
HOW ARE KETONES NAMED?
Hexane-2,4-dione
hex-4-en-2-one
Name the following ketones.
3,6,6-trimethylheptan-2-one 4-bromo-2-methylheptan-3-one
5-(1,1-dimethylethyl)nonan-2-one
3,3-dimethylcyclopentan-1-one
or
5-(tert-butyl)nonan-2-one
QUIZ 2. Name the following oxygen-containing derivatives.
2 3
4 5
hexanoic acid
Acetic acid
cholic acid
CARBOXYLIC ACIDS
• RCO2H
HOW ARE CARBOXYLIC ACIDS NAMED?
acetic acid
ESTERS
• Alkyl derivatives of carboxylic acids
• RCOOR’
HOW ARE ESTERS NAMED?
ethyl benzoate
cyclopentyl
cyclohexanecarboxylate
adipoyl chloride
phosgene
ACID HALIDES
• derivatives of carboxylic acids
• where X = Cl, Br are the most common
HOW ARE ACID HALIDES NAMED?
The root name is based on the longest chain including the carbonyl group of the acyl group.
Since the acyl group is at the end of the chain, the C=O carbon must be C1.
The acyl halide is appended after the hydrocarbon suffix minus the “e”.
• e.g. –ane + -oyl chloride = -anoyl chloride
The most common halide encountered is the chloride, hence acyl or acid chlorides.
Name the following acid halides.
ethanoyl chloride propanoyl chloride
AMIDES
• derivatives of carboxylic acids
HOW ARE AMIDES NAMED?
Name the following amides.
acetamide propanamide
butanamide pentanamide
Name the following amides.
N-ethylpropanamide N-ethyl-N-methylacetamide
benzamide N-cyclopentylbenzamide