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Chapter 21: Problem 3

What is wrong with the following names? Give the correct name for each compound. a. 2 -ethylpropane b. 5 -iodo- 5,6 -dimethylhexane c. cis-4-methyl-3-pentene d. 2 -bromo- 3 -butanol

Short Answer

Expert verified
a. The correct name is 2-methylbutane. b. The correct name is 1-iodo-2,3-dimethylpentane. c. The correct name is cis-3-methyl-2-pentene. d. The correct name is 1-bromo-2-butanol.

Step by step solution

01

a. 2-ethylpropane

Here, the problem is that ethyl group is not at position 2 in propane since propane only has 3 carbons. The correct name for this compound should be 2-methylbutane, as it has four carbons in the main chain with a methyl group at the second carbon.
02

b. 5-iodo-5,6-dimethylhexane

This name implies a main chain of hexane (6 carbons), with an iodo substituent at position 5, and two methyl substituents at positions 5 and 6. However, the numbering is incorrect, as the substituents should be numbered from lowest to highest. The correct name for this compound is 1-iodo-2,3-dimethylpentane.
03

c. cis-4-methyl-3-pentene

In this case, the given name correctly indicates the presence of a double bond, a methyl substituent, and the 'cis' configuration. However, the numbering is incorrect, as the double bond should be assigned the lowest possible number. The correct name for this compound is cis-3-methyl-2-pentene.
04

d. 2-bromo-3-butanol

This name suggests that there is a bromo substituent at position 2 and a hydroxyl group at position 3 on a butane chain. However, the hydroxyl group should have priority in numbering as it is a functional group. The correct name for this compound is 1-bromo-2-butanol.

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Most popular questions from this chapter

Alcohols are very useful starting materials for the production of many different compounds. The following conversions, starting with 1 -butanol, can be carried out in two or more steps. Show the steps (reactants/catalysts) you would follow to carry out the conversions, drawing the formula for the organic product in each step. For each step, a major product must be produced. (See Exercise 62.) (Hint: In the presence of \(\mathrm{H}^{+},\) an alcohol is converted into an alkene and water. This is the exact reverse of the reaction of adding water to an alkene to form an alcohol.) a. \(1-\) butanol \(\longrightarrow\) butane b. \(1-\) butanol \(\longrightarrow 2\) -butanone

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