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PROBLEMS FOR CH 13
Learning Check
Give the IUPAC name for each of the following.
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CH3—CH2—CH2—CH2—OHA.
B.
Learning Check
Give the IUPAC name for each of the following.Step 1 Name the longest carbon chain attached to the −OH group by replacing the -e in the corresponding alkane name with -ol .
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A.
B. pentanol
butanolCH3—CH2—CH2—CH2—OH
Learning Check
Give the IUPAC name for each of the following.Step 2 Number the chain starting at the end closer to the −OH group.
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4 3 2 1
1 2 3 4 5pentanol
butanolCH3—CH2—CH2—CH2—OHA.
B.
Learning Check
Give the IUPAC name for each of the following.Step 3 Give the location and name of each substituent relative to the −OH group.
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4 3 2 1
1 2 3 4 53-methyl-1-pentanol
butanolCH3—CH2—CH2—CH2—OHA.
B.
Draw the condensed structural formula of the following.
A. 3-PentanolB. Propyl alcoholC. 3-Methylcyclohexanol
Learning Check
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Solution
Draw the condensed structural formula of the following.
A. 3-Pentanol
B. Propyl alcohol CH3—CH2—CH2—OH
C. 3-Methylcyclohexanol CH3
OH
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Learning Check
Name the following phenol. OH
Cl
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Solution
Name the following phenol.Step 1 Name an aromatic alcohol as a phenol.
Step 2 Number the chain starting at the end closer to the −OH group. (In phenol, carbon number one is the −OH group.)Step 3 Give the location and name of each substituent relative to the −OH group.
3-Chloro-phenol
OH
Cl
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3
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-phenol
Draw the condensed structural formula of the following.
A. 3-Pentanol
B. Ethyl alcohol
C. p-Methylphenol
Learning Check
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Solution
Draw the condensed structural formula of the following.
A. 3-Pentanol
B. Ethyl alcohol CH3—CH2—OH
C. p-Methylphenol
OH
CH3
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Learning Check
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Draw the condensed structural formula of each of the following compounds.A. 2-Butanethiol
B. 2-Methyl-1-butanol
Solution
Draw the condensed structural formula of each of the
following compounds.A. 2-Butanethiol
B. 2-Methyl-1-butanol
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Learning Check
Name each of the following compounds.
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Solution
Name each of the following compounds.
1-Propanethiol
3-Methyl-1-pentanol
2-Butanol
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Learning Check
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Give the IUPAC name for the following.
CH3—O—CH2—CH2—CH2—CH2—CH3
Solution
Give the IUPAC name for the following.
CH3—O—CH2—CH2—CH2—CH2—CH3
Step 1 Write the alkane name of the longer carbon chain.
CH3—O—CH2—CH2—CH2—CH2—CH3
methoxy group longer carbon chain
Step 2 Name the oxygen and smaller alkyl group as a substituent called an alkoxy group.
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Solution
Give the IUPAC name for the following.
CH3—O—CH2—CH2—CH2—CH2—CH3
Step 3 Number the longer carbon chain from the end nearer the alkoxy group and give its location.
CH3—O—CH2—CH2—CH2—CH2—CH3
1 2 3 4 5
1-methoxypentane
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Name each of the following.
A.
B.
Learning Check
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OCH3
O
O
Solution
Name each of the following.
A. Methoxy cyclopentane (cyclopentyl methyl
ether)
B. 1,4-Dioxane
O
O
OCH3
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Learning Check
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Draw the condensed structural formula of each of the following compounds.A. 1-Ethoxypropane
B. Ethyl methyl ether
C. 2-Methoxybutane
Solution
Draw the condensed structural formula of each of the
following compounds.A. 1-Ethoxypropane
CH3—CH2—O—CH2—CH2—CH3
B. Ethyl methyl etherCH3—CH2—O—CH3
C. 2-Methoxybutane
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Classify each of the following alcohols as primary, secondary, or tertiary.
A. isopropyl alcohol, 2-propanolB. 1-butanol
C.
D.
OH
OH
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Learning Check
Classify each of the following alcohols as primary, secondary, or tertiary.
A. isopropyl alcohol, 2-propanol secondary
B. 1-butanol primary
C. tertiary
D. secondary
OH
OH
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Solution
Learning Check
Which compound would have the higher boilingpoint, ethyl methyl ether or 1-propanol? Explain.
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Solution
Which compound would have the higher boilingpoint, ethyl methyl ether or 1-propanol? Explain.
1-propanol has 3 carbon atoms, and can form hydrogen bonds with water giving it a higher boiling point.
Ethyl methyl ether also has 3 carbons, but forms fewer hydrogen bonds with water due to its structure.
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Learning Check
Which compound would be more soluble in water, ethanol or 2-pentanol? Explain.
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Which compound would be more soluble in water, ethanol or 2-pentanol? Explain.
Ethanol has 2 carbon atoms in its chain. It is more soluble than pentanol with 5 carbons.
The longer the alkyl chain, the less soluble the alcohol in water.
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Solution
Learning Check
Write the equations for the reactions when 2-propanol undergoes _______.A. combustion
B. dehydration
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Write the equations for the reactions when 2-propanol undergoes _______.
A. combustion
B. dehydration
Solution
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Match the products with the reaction of
Reaction 1: H+, heatReaction 2: [O]Reaction 3: O2, heat
Learning Check
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Match the products with the reaction of
Reaction 1: H+, heat (dehydration)
Reaction 2: [O], (oxidation)
Reaction 3: O2, heat, (combustion)
Solution
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Select the product from the oxidation of _______.
Learning Check
Solution
Select the product from the oxidation of _______.
Answer is B.
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