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Chapter 10: Problem 100

N)CC (A) 4-Cyano hex-2-ene (B) Hex-4-ene-3-nitrile (C) 2-Ethyl pent-3-ene nitrile (D) 2-(prop-1鈥� # What is the correct IUPAC name of the following? CC=CC(C#N)CC (A) 4-Cyano hex-2-ene (B) Hex-4-ene-3-nitrile (C) 2-Ethyl pent-3-ene nitrile (D) 2-(prop-1-enyl) butane nitrile

Short Answer

Expert verified
(A) 4-Cyano hex-2-ene

Step by step solution

01

Analyzing the molecular structure

First, take a good look at the molecular structure given as CC=CC(C#N)CC. This structure can be rewritten as: CH3-CH=CH-CH(C#N)-CH2-CH3.
02

Identify the longest carbon chain

Find the longest continuous carbon chain in the molecule. In this case, the longest carbon chain consists of 6 carbon atoms. So, the parent chain will be a 6-carbon alkene, which is called hexene.
03

Identify and name the functional groups

The main functional groups present in this molecule are: 1. Double bond (alkene) 2. Nitrile group (C#N) The alkene part is already included in the parent chain name as hexene. The nitrile will be named as "cyano" when it is included in the IUPAC name.
04

Number the carbon atoms in the parent chain

Number the carbon atoms from the end nearest to the first functional group encountered. In this case, we will number from left to right, as the double bond is closer to the left-end of the parent chain. So, the carbon numbers will be: CH3(1)-CH(2)=CH(3)-CH(4)(C#N)-CH2(5)-CH3(6).
05

Indicate the position of the functional groups and name the full compound correctly

Now, we will indicate the position of the functional groups in the IUPAC name. The double bond is between the carbon atoms 2 and 3, so it will be written as hex-2-ene, and the nitrile group is attached to the carbon atom number 4, which will add "4-cyano-" in the name. So, the full name of the compound is: 4-Cyano hex-2-ene.
06

Compare the correct IUPAC name to the answer choices

Comparing the correct IUPAC name to the answer choices, we find that option (A) 4-Cyano hex-2-ene matches the correct IUPAC name. Therefore, the correct answer is (A).

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