Chemistry Q58 – NEET-UG 2023

Home Chemistry Organic Chemistry – Some Basic Principles and TechniquesQuestion #454

The given compound

C_{6} H_{5} - CH = CH - CH (X) - {CH}_{2} {CH}_{3}

is an example of _______.

Clue 1 of 3: Halide Classification

Organic halides are classified based on the hybridization of the carbon atom to which the halogen is attached and its proximity to other functional groups like double bonds or aromatic rings.

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Ninja Strategy•Structural Definition Match

Quickly identify the hybridization of the carbon bearing the halogen and its immediate neighbors (double bond, aromatic ring) to match the correct halide classification.

🧠 Full Solution Path

Step 1: Identify the Carbon Bearing the Halogen✦ Active

The given compound is $C_{6} H_{5} - CH = CH - CH (X) - {CH}_{2} {CH}_{3}$ . The halogen 'X' is attached to the carbon atom in the $- CH (X) -$ group.

Step 2: Determine the Nature of the Carbon and its Environment○ Expand

The carbon atom to which 'X' is attached is an $s p^{3}$ hybridized carbon. This $s p^{3}$ carbon is directly adjacent to a carbon-carbon double bond ( $CH = CH$ ). It is not directly attached to the benzene ring, nor is it part of the double bond itself.

Step 3: Classify the Halide○ Expand

Based on the definition, a halide where the halogen is attached to an $s p^{3}$ hybridized carbon atom that is adjacent to a carbon-carbon double bond is classified as an allylic halide. Therefore, the given compound is an example of an allylic halide.

💡 Teacher's Secret Hint

Remember that a benzylic halide has the halogen on an $s p^{3}$ carbon directly attached to an aromatic ring, while an aryl halide has the halogen directly on the aromatic ring.

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Chemistry Question 58 – NEET-UG 2023

Clue 1 of 3: Halide Classification

🧠 Full Solution Path