Which of the following reacts the fastest by the S_N2 mechanism? A) CH_3Br B) CH

Question

Which of the following reacts the fastest by the S_N2 mechanism? A) CH_3Br B) CH_3CH_2Br C) (CH_3)_2CHBr D) (CH_3)_3CBr Which of the following bases works best to maximize the E2 product in the reaction shown below? (CH_3)_2CHCH_2CH_2CH_2Br + base rightarrow (CH_3)_2CHCH_2CH=CH_2 A) KOCH_2CH_3 B) NaOCH_2CH_3 C) NaOC(CH_3)_3 D) NaOH Which of the following does not correctly describe S_N2 reactions of alkyl halides? A) The transition state species has a pentavalent carbon atom. B) Rate of reaction depends on the concentrations of both the alkyl halide and the nucleophile. C) Tertiary halides react faster than secondary halides. D) The mechanism consists of a single step with no intermediates. Starting with 1-hexene [CH_2CH(CH_2)_3CH_3]. which synthetic sequence below gives 2-eyanohexane [CH_3CHCN(CH_2)_3CH_3]? A) (1) H_2SO_4 (cat.). H_2O (2) NaCN B) (1) Br_2, H_2O (2) NaCN C) (1) HBr/peroxide (2) NaCN D) (1) HBr (2) NaCN What is the major product in the following reaction?

Explanation / Answer

Recall that for SN2, we will have the nucelphile substituting the Bromide in the SAME step, this is mainly due to the "space" in the molecule

For SN2 mechanism we need a PRIMARY carbon, if we want the fastest rate

Primary carbons are not bulky, therefore, they can be substituted in a 1 step process

from the list:

The best option is CH3Br is the best answer, since CH3- and Br- form, meaning that CH3- will bond readily with the second species.

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