IUPAC and NomenclaturemediumSUBJECTIVE

See imageIUPAC and Nomenclature Chemistry Question

Question

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Chemistry diagram for: See image
Answer: 1-(3-BROMO-5-CHLOROPHENYL)-2-CHLOROETHANONE

💡 Solution & Explanation

Step 1 (Identify the parent structure): The molecule contains a benzene ring, which serves as the parent aromatic system. Step 2 (Identify the substituents on the ring): Looking at the benzene ring, there are three substituents: - Position 1: a -C(=O)CH2Cl group (chloroacetyl / 2-chloroethanoyl group attached as a ketone) - Position 3: a chlorine atom (Cl) - Position 5: a bromine atom (Br) Step 3 (Name the acyl/ketone portion): The group -C(=O)CH2Cl is a chloroacetyl group. When it is attached to a benzene ring and also has the ring as the other 'R' group of the ketone, the compound is named as an aryl ketone. The CH2Cl-C(=O)- portion is '2-chloroethan-1-one' (chloroacetyl), so the full compound is named as a 1-aryl-2-chloroethanone. Step 4 (Number the ring): The carbon bearing the carbonyl group is C-1. Going around the ring, the chlorine is at C-3 and the bromine is at C-5. This gives a 3-bromo-5-chloro or 3-chloro-5-bromo pattern. By alphabetical order of substituents (bromo before chloro), the ring is named 3-bromo-5-chlorophenyl. Step 5 (Assemble the IUPAC name): The compound is a phenyl ketone (aryl ketone) where the aryl group is 3-bromo-5-chlorophenyl and the other part of the ketone is -CH2Cl (giving the '-2-chloroethanone' suffix). Thus the full name is 1-(3-bromo-5-chlorophenyl)-2-chloroethanone. No alternative options are present in this question to eliminate. Therefore, the correct answer is 1-(3-bromo-5-chlorophenyl)-2-chloroethanone.

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