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As is typical for an S N 2 process, benzylic, allylic, and α-carbonylated alkyl halides are excellent reactants. Even though alkyl chlorides are poor alkylating agents ( gem -dichlorides especially so), amines should not be handled in chlorinated solvents such as dichloromethane and dichloroethane, especially at high temperatures, due to the ...
Benzyl chloride, or α-chlorotoluene, is an organic compound with the formula C 6 H 5 CH 2 Cl. This colorless liquid is a reactive organochlorine compound that is a widely used chemical building block .
[1] [2] The name "Schotten–Baumann reaction conditions" often indicate the use of a two-phase solvent system, consisting of water and an organic solvent. The base within the water phase neutralizes the acid, generated in the reaction, while the starting materials and product remain in the organic phase, often dichloromethane or diethyl ether .
One method for preparing β-phenethylamine, set forth in J. C. Robinson and H. R. Snyder's Organic Syntheses (published 1955), involves the reduction of benzyl cyanide with hydrogen in liquid ammonia, in the presence of a Raney-Nickel catalyst, at a temperature of 130 °C and a pressure of 13.8 MPa. Alternative syntheses are outlined in the ...
Substituted phenethylamines (or simply phenethylamines) are a chemical class of organic compounds that are based upon the phenethylamine structure; [note 1] the class is composed of all the derivative compounds of phenethylamine which can be formed by replacing, or substituting, one or more hydrogen atoms in the phenethylamine core structure with substituents.
Benzylamine is used as a masked source of ammonia, since after N-alkylation, the benzyl group can be removed by hydrogenolysis: [10] C 6 H 5 CH 2 NH 2 + 2 RBr → C 6 H 5 CH 2 NR 2 + 2 HBr C 6 H 5 CH 2 NR 2 + H 2 → C 6 H 5 CH 3 + R 2 NH. Typically a base is employed in the first step to absorb the HBr (or related acid for other kinds of ...
The benzyl alcohol thus formed is quickly converted to the chloride under the reaction conditions. Mechanism of Blanc chloromethylation Other possibilities for the electrophile include (chloromethyl)oxonium cation (ClH 2 C–OH 2 + ) or chlorocarbenium cation (ClCH 2 + ), which may be formed in the presence of zinc chloride. [ 4 ]
M-SG reductions: benzyl chloride reduction to bibenzyl, dibenzothiophene reduction to biphenyl and naphthalene reduction to dihydronaphthalene. The metal reacts with the silica gel in an exothermic reaction in which Na 4 Si 4 nanoparticles are formed. The powder reacts with water to form hydrogen.
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