Question 64 of 69
Q.Write the reaction of primary amine with Carbon disulphide ().
Puducherry TnboardTamil Nadu HSC (DGE) Board 2024Subjective· 3mImportance★★★★★
93% · 64/69 Questions
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Start your 14-day free trial to unlock the full solution →A primary amine adds across carbon disulphide's bond to form an alkyl dithiocarbamic acid, which then loses (usually promoted by ) to give an alkyl isothiocyanate — the mustard-oil reaction.
Step 1 — Addition: A primary amine (), acting as a nucleophile, adds to the electrophilic carbon of carbon disulphide (): giving an N-alkyl dithiocarbamic acid.
Step 2 — Desulphurisation to isothiocyanate: This dithiocarbamic acid is unstable and, especially in the presence of a desulphurising/dehydrosulphurising agent such as mercury(II) chloride (), loses hydrogen sulphide to form the alkyl isothiocyanate:
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