Chemistry, asked by sabitakhanal211, 5 hours ago

what happens when phenyl isocyanide is treated with LiAlH4​

Answers

Answered by Anonymous
2

Answer:

Methyl isocyanide is reduced by lialh4 (aka LiAlH4, LAH) with the formation of dimethylamine as shown below. Personally, I would not make dimethyl amine, I would buy it, it will be much less expensive than the cost of materials (MIC, LAH, and the solvent plus whatever it costs to isolate).

Answered by NehaKari
0

Phenyl isocyanide is an organic compound with the chemical formula C_{6} H_{5} NC . When it is treated with LiAlH_{4} (lithium aluminum hydride), a reducing agent, it undergoes reduction to produce a primary amine, phenyl methylamine (C_{6} H_{5} CH_{2} NH_{2}).

The reaction between phenyl isocyanide and LiAlH_{4} occurs through a nucleophilic addition-elimination mechanism. The mechanism involves the following steps:

  • Nucleophilic attack: The LiAlH_{4} acts as a nucleophile and attacks the carbon atom of the isocyanide group, which is electron deficient due to the presence of the triple bond.
  • Proton transfer: After nucleophilic attack, the hydrogen atom of LiAlH_{4} is transferred to the nitrogen atom of the isocyanide group, forming an intermediate alkyl aluminum species.
  • Elimination: The intermediate species then undergoes elimination of the aluminum atom and formation of a primary amine, phenyl methylamine.
  • The overall reaction can be represented as follows:
  • C_{6} H_{5} NC + 4 LiAlH_{4} C_{6} H_{5} CH_{2} NH_{2} + 4 LiAlO_{2} + 2 H_{2}
  • In summary, when phenyl isocyanide is treated with LiAlH_{4} , it undergoes nucleophilic addition-elimination mechanism to produce a primary amine, phenyl methylamine. This reaction is a useful method for the synthesis of primary amines from isocyanides.

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