Decide the mechanism by which the following alkyl halides will be converted to a

Question

Decide the mechanism by which the following alkyl halides will be converted to alcohols by the substitution of the nucleophile, OH. R-X + OH' R-OH +X SN1 SN1 SN2 SN1 Draw the structure. Identify the order of the C bonded to the halogen. 2-bromo-2-methylbutane 3-chloro-2,2-dimethylbutane 1-bromobutane 4-iodo-3-ethylhexane 3° carbons will proceed via the SN1 mechanism, since they form very stable intermediate carbocations. The size of the subtituents will prevent the attack of the nucleophile to the rear of the molecule 1° carbons will proceed via the SN2 mechanism, since they form unstable carbocations. They also a relatively open pathway to the attack of the nucleophile to the rear of the molecule. 20 carbons are difficult to predict, since both pathways are open to them. It will depend on factors like the solvent, temperature and nucleophile. Submit Answer Incorrect. Tries 3/45 Previous Tries

Explanation / Answer

2-bromo-2-methyl butane (3 alkyl halide) will undergo SN1 mechanism. 3-chloro-2,2-dimethylbutane (2o alkyl halide , chlorine is not a good leaving group. Therefore SN2) will undergo SN2 mechanism. 1-bromo butane is a primary alkyl halide therfore Sn2. 4-iodo-3-ethyl hexane is having iodine leaving group and secondary alkyl halide, Therefore Sn1 mechanism.

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