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The name 2-ethyl-3-chlorohexane does not follow IUPAC conventions - HSC - SSCE Chemistry - Question 7 - 2022 - Paper 1

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The name 2-ethyl-3-chlorohexane does not follow IUPAC conventions. What is the systematic name of this organic compound? A. 3-chloro-2-ethylhexane B. 4-chloro-3-meth... show full transcript

Worked Solution & Example Answer:The name 2-ethyl-3-chlorohexane does not follow IUPAC conventions - HSC - SSCE Chemistry - Question 7 - 2022 - Paper 1

Step 1

Identify the Structure

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Answer

To derive the systematic name, we first need to identify the correct structure of the compound based on the given name '2-ethyl-3-chlorohexane'. This suggests an ethyl group at the second carbon and a chlorine atom at the third carbon of a hexane chain.

Step 2

Determine the Longest Carbon Chain

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Answer

The longest carbon chain in the compound is 'hexane' which contains 6 carbon atoms. The correct numbering of the chain must ensure that substituents receive the lowest possible numbers.

Step 3

Assign the Correct Positions for Substituents

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Given the structure, the chlorine is positioned at the third carbon while the ethyl group is at the second carbon when counting from the end closest to the first substituent. However, this is inconsistent with IUPAC naming rules.

Step 4

Select the Correct IUPAC Name

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Answer

By following proper IUPAC naming conventions, the compound should be referred to as '4-chloro-3-methylheptane', which aligns with option B. Here, 'heptane' indicates seven carbon atoms in the main chain, while substituents are correctly positioned.

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