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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.
Acetonitrile is less basic than DMSO, and, so, in general, acids are weaker and bases are stronger in this solvent. Some pK a values at 25 °C for acetonitrile (ACN) [37] [38] [39] and dimethyl sulfoxide (DMSO). [40] are shown in the following tables. Values for water are included for comparison.
DMA is prepared commercially by the reaction of dimethylamine with acetic anhydride or acetic acid. Dehydration of the salt of dimethylamine and acetic acid also furnishes this compound: [5] CH 3 CO 2 H·HN(CH 3) 2 → H 2 O + CH 3 CON(CH 3) 2. Dimethylacetamide can also be produced by the reaction of dimethylamine with methyl acetate. [6]
These values, combined in the Hammett equation with K 0 and remembering that ρ = 1, give the para substituent constants compiled in table 1 for amine, methoxy, ethoxy, dimethylamino, methyl, fluorine, bromine, chlorine, iodine, nitro and cyano substituents. Repeating the process with meta-substituents afford the meta substituent constants
4-Dimethylaminopyridine (DMAP) is a derivative of pyridine with the chemical formula (CH 3) 2 NC 5 H 4 N. This white solid is of interest because it is more basic than pyridine, owing to the resonance stabilisation from the NMe 2 substituent.
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Lauryldimethylamine oxide (LDAO), also known as dodecyldimethylamine oxide (DDAO), is an amine oxide–based zwitterionic surfactant, with a C 12 (dodecyl) alkyl tail. It is one of the most frequently-used surfactants of this type. [4]
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