Question

when an optically alcohol is treated with thionly chloride, the -oh is replaced by chlorine atom.this reaction follows (options-a. sn1, b.sn2, c.sni mechanism, d.none of above)​

Answer 1

when an optically alcohol is treated with thionly chloride, the -oh is replaced by chlorine atom.this reaction follows (options-a. sn1, b.sn2, c.sni mechanism, d.none of above)

Answer 2

SNi mechanism

Explanation:

• Optically active alcohol, i.e. alcohol with chiral carbon or simply alcohol that can rotate a plane polarised light.
• When that is treated with thionyl chloride, it usually follows the Sni mechanism, forming a retention product.
• On the other hand, when we add pyridine with thionyl chloride, it forms an inversion product.
• It is unimolecular.
• Generally means internal nucleophilic substitution.
• The mechanism is shown below,
• Hence, the correct option is (c) sni mechanism