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Dimethylamine is a weak base and the pKa of the ammonium CH 3-NH + 2 -CH 3 is 10.73, a value above methylamine (10.64) and trimethylamine (9.79). Dimethylamine reacts with acids to form salts, such as dimethylamine hydrochloride, an odorless white solid with a melting point of 171.5 °C.
The same vinamidinium salt 1,1,5,5-tetramethyl-1,5-diazapentadienium chloride is also formed in the reaction of 3-dimethylaminoacrolein with dimethylamine hydrochloride in 70% yield. [21] The two-step reaction of dimethylamine and 70% perchloric acid with 3-dimethylaminoacrolein forms the same iminium salt (herein referred to as 1,3-bis ...
Methylamine has been produced industrially since the 1920s (originally by Commercial Solvents Corporation for dehairing of animal skins). [4] This was made possible by Kazimierz Smoleński [] and his wife Eugenia who discovered amination of alcohols, including methanol, on alumina or kaolin catalyst after WWI, filed two patent applications in 1919 [5] and published an article in 1921.
It is obtained by the reaction of dimethylamine with phosgene in the presence of sodium hydroxide solution followed by extraction with 1,2-dichloroethane. [2] A closely related method involves combining dimethylcarbamoyl chloride with excess dimethylamine Even though the product is contaminated and smelly it may be purified by addition of calcium oxide and subsequent fractional distillation. [3]
1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC, EDAC or EDCI) is a water-soluble carbodiimide usually handled as the hydrochloride. [1] It is typically employed in the 4.0-6.0 pH range. It is generally used as a carboxyl activating agent for the coupling of primary amines to yield amide bonds.
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NDMA forms from a variety of dimethylamine-containing compounds, e.g. hydrolysis of dimethylformamide. Dimethylamine is susceptible to oxidation to unsymmetrical dimethylhydrazine, which air-oxidizes to NDMA. [15] In the laboratory, NDMA can be synthesised by the reaction of nitrous acid with dimethylamine: HONO + (CH 3) 2 NH → (CH 3) 2 NNO ...
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