A Levels Chemistry (9701)•9701/12/O/N/22

Explanation
Reaction products and molecular masses Steps:
- Identify reaction type: A and B are SN2 substitutions; C is SN1/SN2 substitution; D is E2 elimination due to secondary halide and ethanolic base.
- Determine major organic products: A gives CH3CH2CN; B gives CH3CH2OH; C gives (CH3)2CHOH; D gives CH3CH=CH2.
- Calculate relative molecular masses: A=55, B=46, C=60, D=42.
- Compare: D has the lowest mass.
Why D is correct:
- Concentrated ethanolic NaOH favors E2 elimination on secondary halide, yielding propene (C3H6, Mr=42) per Zaitsev's rule.
Why the others are wrong:
- A: CN- acts as nucleophile in SN2, forming propanenitrile (Mr=55).
- B: Aqueous OH- promotes SN2 hydrolysis to ethanol (Mr=46).
- C: Aqueous OH- on secondary halide gives SN1/SN2 substitution to propan-2-ol (Mr=60).
Final answer: D
Topic: Halogen compounds
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