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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