Alcohols Ethers and Thiols
Alcohols Ethers and Thiols
Alcohols Ethers and Thiols
THIOLS
By
emt
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Alcohol
IUPAC NAME
Function
Alcohols use the same formats as
al
alkanes. To name alcohol,
group: Determine the parent chain. The
-
R OH
Change the parent chain –e
ending and replace it with an –ol.
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Rules for naming the alcohols
Find the longest chain containing the hydroxyl group (OH). If
there is a chain with more carbons than the one containing the
OH group it will be named as a substituent.
Place the OH on the lowest possible number for the chain. With
the exception of carbonyl groups such as ketones and
aldehydes, the alcohol or hydroxy groups have first priority for
naming.
When naming a cyclic structure, the -OH is assumed to be on
the first carbon unless the carbonyl group is present, in which
case the later will get priority at the first carbon.
When multiple -OH groups are on the cyclic structure, number
the carbons on which the -OH groups reside.
Remove the final e from the parent alkane chain and add -ol.
When multiple alcohols are present use di, tri, etc before
the ol, after the parent name. ex. 2,3-hexanediol. If a carbonyl
group is present, the -OH group is named with the prefix
"hydroxy," with the carbonyl group attached to the parent chain
name so that it ends with -al or -one.
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NOTE:
In the IUPAC system, a compound containing
multiple –OH group: the final -e in the name
of the parent alkane is retained.
example 1,2-ethanediol
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Alcohol
Functio COMMON NAME
nal
group: Give the name of the
-OH
alkyl group and add
General the word alcohol.
formula:
R-OH
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Alcohol
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Isopropyl group
A portion of a molecular structure
equivalent to propane minus one
hydrogen atom from the middle
carbon.
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Isobutyl group
• A portion of a
molecular structure equivalent to
isobutane (2-methylpropane)
minus one hydrogen atom from
carbon one.
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examples
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Other name?
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examples
cyclohexan-1,4-diol
3-cyclohexeneol
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Glycols
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Exercise 1
1. 2.
3. 4.
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Exercise 2. Draw the structure
1. cyclopentylmethanol
2. cyclohexanol
3. 3-ethyl-4-penten-1-ol
4. 3-isopropyl-1-hexanol
5. 4-penten-2-ol
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Answer to exercise 1
1. 4-ethyl-3-hexanol
2.
3.
4. 3-bromo-2-
pentanol
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Answer to exercise 2
1.
2.
3.
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Answer to exercise 2
4.
5.
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ETHERS
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ETHERS R – O – R’
Ethers are a class of organic
compounds that contain an oxygen
between two alkyl groups
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ETHERS R – O – R’
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IUPAC NAME
1. Identify the two alkyl group at both ends of the – O –
2. Give the name of the shorter alkyl group with an
ending of – oxy .
3. Name the longer alkyl group with an ending of –ane.
COMMON NAME
1. Common names for ethers are formed by naming the
alkyl groups (alphabetical order) followed by the word
ether.
2. Use the greek prefix di for two same alkyl group
located at both sides of the oxygen atom.
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examples
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Exercise 3
1.
2.
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Exercise 4
2. 4-ethoxy-1-cyclohexene
(4-ethoxy cyclohexene)
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Answer to exercise 3
1. 2-ethoxy-2-methylpropane
(2-ethoxy-2-methyl-propane)
2. 1-ethoxy-1-methylcyclohexane
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THIOLS
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Thiols
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Thiols
They are named in a similar fashion as
alcohols except the suffix -thiol is used in
place of -ol.
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Naming
IUPAC NAME
IUPAC name for Thiols are similar to that of
the alcohol.
Retain the full name of the alkane.
Add the word –thiol as the suffix after the
parent name of the compound.
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COMMON NAME
Name the alkyl group attached to –SH and
add the word mercaptan.
Example name:
Ethyl mercaptan
Isobutyl mercaptan
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Answer exercise 14-7 page 354 (thiol)
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reading assignments:
Physical properties of alcohols, ethers, thiols
Reactions of alcohols, ethers, thiols
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