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Chapter 1: Problem 85

The IUPAC name of (a) 3 -Methyl pent- 2 -en- 1 -ol (b) 2 -Ethyl pent- 2 -en-5-ol (c) 3 -Ethyl-but-2-en-1-ol (d) 3 , 3 -Methyl ethyl prop-2-en-1-ol

Short Answer

Expert verified
Question: Arrange the given compounds in alphabetical order based on their correct IUPAC names and provide the correct IUPAC name for compounds (b) and (d). Answer: The correct IUPAC names for the compounds are: (a) 3-Methylpent-2-en-1-ol (b) 5-Ethylpent-2-en-2-ol (c) 3-Ethylbut-2-en-1-ol (d) 3-Ethyl-3-methylprop-2-en-1-ol When arranged in alphabetical order, the compounds are as follows: 1. 3-Ethylbut-2-en-1-ol (c) 2. 3-Ethyl-3-methylprop-2-en-1-ol (d) 3. 5-Ethylpent-2-en-2-ol (b) 4. 3-Methylpent-2-en-1-ol (a)

Step by step solution

01

(a) 3 -Methyl pent- 2 -en- 1 -ol - Analyzing the given name

The given name contains the following information: - 3-Methyl: a methyl group is present at the 3rd carbon atom - Pent: there are five carbons in the main chain - 2-en: there's a double bond between the 2nd and 3rd carbon atoms - 1-ol: an alcohol functional group (–OH) is present at the 1st carbon atom The IUPAC name of the compound is already provided, and we can confirm that the given name follows the IUPAC naming rules.
02

(b) 2 -Ethyl pent- 2 -en-5-ol - Analyzing the given name

The given name contains the following information: - 2-Ethyl: an ethyl group is present at the 2nd carbon atom - Pent: there are five carbons in the main chain - 2-en: there's a double bond between the 2nd and 3rd carbon atoms - 5-ol: an alcohol functional group (–OH) is present at the 5th carbon atom We can notice that locants in the given name are not arranged in the correct order. The correct IUPAC name should have locants sorted in ascending order.
03

(b) Correct IUPAC Name

The correct IUPAC name of the compound (b) should be as follows: 5-Ethylpent-2-en-2-ol
04

(c) 3 -Ethyl-but-2-en-1-ol - Analyzing the given name

The given name contains the following information: - 3-Ethyl: an ethyl group is present at the 3rd carbon atom - But: there are four carbons in the main chain - 2-en: there's a double bond between the 2nd and 3rd carbon atoms - 1-ol: an alcohol functional group (–OH) is present at the 1st carbon atom The IUPAC name of the compound is already provided, and we can confirm that the given name follows the IUPAC naming rules.
05

(d) 3 , 3 -Methyl ethyl prop-2-en-1-ol - Analyzing the given name

The given name contains the following information: - 3,3-Methyl ethyl: a methyl group and an ethyl group are present at the 3rd carbon atom - Prop: there are three carbons in the main chain - 2-en: there's a double bond between the 2nd and 3rd carbon atoms - 1-ol: an alcohol functional group (–OH) is present at the 1st carbon atom We can notice that when there's more than one substituent at the same carbon, the locant should be repeated for each of them. However, the nomenclature needs to follow the alphabetical order of the groups.
06

(d) Correct IUPAC Name

The correct IUPAC name of the compound (d) should be as follows: 3-Ethyl-3-methylprop-2-en-1-ol

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