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29) Which of the following alkyl halides can produce only a single alkene produc

ID: 1062194 • Letter: 2

Question

29) Which of the following alkyl halides can produce only a single alkene product from when treated with sodium methoxide? A) 2-chloro-2-methylpentane B) 3-chloro-3-ethylpentane C) 3-chloro-2-methylpentane D) 2-chloro-4-methylpentane E)2-chloro-3-ethylpentane 30) Which of the following mechanisms (SNI, SN2, El, E20 feature(s) a carbocation intermediate? A) SNI only By SN2 only c) El only E2 only E) both SN1 and El 31) In which of the following mechanisms (SN1, SN2, E1, E2) are alkenes the major reaction products? A) SNI only B) SN2 only c) El only D) E2 only E) both El and E2 32) Predict the two most likely mechanisms for the reaction of 2-iodohexane with sodium ethoxide. A) SN 2 and SN B) E1 and E2 CO SN2 and E2 D) E1 and SN1 E) E2 and SN1 33) Predict the two most likely mechanisms which occur when 2-iodohexane is heated in ethanol. A) SN2 and SN1 B) E1 and E2 C) SN2 and E2 E1 and SN1 E) E2 and SNI

Explanation / Answer

29) option B is correct (As all the protons on carbon adjacent to the carbon atom bearing leaving group are same, it can form only one type of product.)

30) option E is correct (dissociation of alkyl halide results in carbocation intermediates as the nucleophile is weak in E1 and SN1 reactions.)

31) option E is correct (Elimination of halide ion and proton results in formation of an alkene as major product.)

32) option C is correct(2-iodohexane is secondary alkyl halide and sodium ethoxide is a strong nucleophile. The reaction of secondary alkyl halide with a strong nucleophile results in SN2 and E2 reactions.)

33) option D is correct (2-iodohexane is secondary alkyl halide and ethanol is weak nucleophile. The reaction of secondary alkyl halide with a weak nucleophile results in SN1 and E1 reactions.)

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