Q 11-11-21 E-c - Organic Chemistry (Mcmurry)

Question

Write the product you would expect from reaction of each of the following alkyl halides with (1)Na^+-SCH₃ and (2)Na^+-OH  (green = Cl):

c) 

Step-by-Step Solution

Answer

c) The reaction of an alkyl halide with Na^+-SCH₃ yields substitution product and and with Na^+-OH, yields both elimination and substitution product.

Substitution and elimination reactions

Substitution reactions involve the atom’s replacement by another atom, whereas elimination reaction involves completely removing an atom or a group. These reactions depend on the nature of alkyl halide, the strength of the base, and reaction conditions.

The product expected when alkyl halide reacts with Na +- SCH 3 and Na +- OH

In the first reaction, when the secondary substrate reacts with a good but weak basic nucleophile, it yields a substitution product.

In the second reaction, when the secondary substrate reacts with a poorer nucleophile but strong base, then both substitution and elimination products are formed.

The reaction of an alkyl halide with Na^+-SCH₃ and Na^+-OH