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Question

Which of the following is the correct IUPAC name?


A

4,4Bis(methyl)3ethylheptane

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B

3Ethyl4,4dimethylheptane

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C

5Ethyl4,4dimethylheptane

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D

3Ethyl4,4dimethylheptane

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Solution

The correct option is B

3Ethyl4,4dimethylheptane


IUPAC nomenclature of the above compound

Some important rules for naming alkaneas:

1. Identify the longest carbons chain. This chain is called the parent chain.

2. Number the carbons of the parent chain which gives the substituent lowest number.

3. Write the name of the compound with substituents in alphabetical order followed by base name (derived from parent chain).

4. If one substituent appears more than one time. Use di, tri, tetra etc to show the number of times substituent occurs. Bis, tris like prefix are used only when di, tri like words are already present in the name of substituent.

Option (A)

3Ethyl4,4dimethylheptane

Structure based on this IUPAC name would be as given below :-


So, for naming the compound as per IUPAC, given rules should be followed :

1. Identify the longest carbons chain. This chain is called the parent chain.

2. Number the carbons of the parent chain which gives the substituent lowest number.

3. Write the name of the compound with substituents in alphabetical order followed by base name (derived from parent chain).

4. If one substituent appears more than one time. Use di, tri, tetra etc to show the number of times substituent occurs. Bis, tris like prefix are used only when di, tri like words are already present in the name of substituent.

And we can see that all the rules for naming, as per IUPAC convention are being followed there in option (A).

Hence, option (A) is correct.

Option B:

4,4Dimethyl3ethylheptane

Structure based on this IUPAC name would be as given below :-



For 4,4Dimethyl3ethylheptane substituents are not written in alphabetical order. Hence, the IUPAC name is incorrect.

Option (C)

5Ethyl4,4dimethylheptane

Structure based on this IUPAC name would be as given below :-



For 5Ethyl4,4dimethylheptane numbering of carbons of the parent chain is wrong, because substituent ethyl did not get the lowest number possible.

Hence, option (C) is incorrect.

Option (D)

4,4Bis(methyl)3ethylheptane

For 4,4Bis(methyl)3ethylheptane, proper word have not been used for the two times appearance of the methyl group. i.e, di should be used in place of bis. Also, the alphabetical order is wrong in the option because prefixes do not count for alphabetizing purposes

Hence, option (D) is incorrect.


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