
a)(Z)-2-Ethyl-2-buten-1-ol
Interpretation:
To draw the structure of (Z)-2-ethyl-2-buten-1-ol.
Concept introduction:
The longest continuous carbon chain which contains the hydroxyl group and any other
E-Z notation is used to represent the arrangement of different groups around the double bond. Applying the sequence rules the groups attached to the double bond are ranked as either higher or lower. If the groups of similar ranking on each carbon are arranged on the same side of the double bond then Z configuration is assigned. If the groups of similar rankings on each carbon are arranged on the opposite sides of the double bond then E configuration is assigned.
To draw:
The structure of (Z)-2-ethyl-2-buten-1-ol.
b)3-Cyclohexene-1-ol
Interpretation:
To draw the structure of 3-cyclohexene-1-ol.
Concept introduction:
In naming cyclic alcohols the parent name is derived from the cycloalkene ring by replacing –e of the cycloalkene with –ol. The ring is numbered from the carbon with –OH in such a way that lowest number possible is given to the carbons in the double bond.
To draw:
The structure of 3-cyclohexene-1-ol.
c) trans-3-Chlorocycloheptanol
Interpretation:
To draw the structure of trans-3-chlorocycloheptanol.
Concept introduction:
In naming cyclic alcohols the parent name is derived from the cycloalkene ring by replacing –e of the cycloalkene with –ol. The ring is numbered from the carbon with –OH in such a way that lowest number possible is given to the carbons in the double bond.
To draw:
The structure of trans-3-chlorocycloheptanol.
d) 1, 4-Pentanediol
Interpretation:
To draw the structure of 1, 4-pentanediol.
Concept introduction:
Alcohols are named as derivatives of the parent
To draw:
The structure of 1, 4-pentanediol.
e) 2, 6-Dimethylphenol
Interpretation:
To draw the structure of 2, 6-dimethylphenol.
Concept introduction:
Hydroxybenzenes are named as derivatives of phenol. If the ring contains other substituents also, the ring is numbered from the carbon with –OH in such a way that lowest number possible is given to the carbon with the substituent. While writing the name the substituents are arranged in the alphabetical order.
To draw:
The structure of 2, 6-dimethylphenol.
f) o-(2-hydroxyethyl) phenol.
Interpretation:
To draw the structure of o-(2-hydroxyethyl) phenol.
Concept introduction:
Hydroxybenzenes are named as derivatives of phenol. If the ring contains other substituent also the ring is numbered from the carbon with –OH in such a way that lowest number possible is given to the carbon with the substituent. While writing the name the substituents are arranged in the alphabetical order.
To draw:
The structure of o-(2-hydroxyethyl) phenol.

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Chapter 17 Solutions
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
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