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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.
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.
DMA was first reported in 1850 by the German chemist A. W. Hofmann, who prepared it by heating aniline and iodomethane: [3] [4]. C 6 H 5 NH 2 + 2 CH 3 I → C 6 H 5 N(CH 3) 2 + 2 HI. DMA is produced industrially by alkylation of aniline with methanol in the presence of an acid catalyst: [5]
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 ...
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Dimethylethanolamine (DMAE or DMEA) is an organic compound with the formula (CH 3) 2 NCH 2 CH 2 OH.It is bifunctional, containing both a tertiary amine and primary alcohol functional groups.
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