Dimethylamine reactions

Dimethylamine, reaction with phosphorus trichloride, 46, 42 f-Dimethylami nobenzaldehyde, conversion to 0,/9-dichloro- -dimethyl-aminostyrene, 46, 34 tn-Dimethylaminobenzoic acid, 47, 71 /5-Dimethylaminobenzoic acid, 47, 71 6.(Dimethylamino)fulvene, 47, 52 -Dimethylaminophenylacetic acid, 47, 71... 

The first step of a free radical aromatic substitution, the formation of the a-com-plex, is also an addition step. The o,m,p-product ratio therefore also responds to steric effects. This is shown for the free radical phenylation and dimethylamination of toluene and r.-butylbenzene in Table 8. The larger the substituent on the aromatic system and the bulkier the attacking radical, the more p-substitution product is obtained at the expense of o-substitution. In the phenylation reaction the yield of m-product also increases in contrast to the dimethylamination reaction. The substitution pattern of this latter reaction is, in addition to the steric effect, governed heavily by polar effects because a radical cation is the attacking species113. ... 

Dimethylamine, reaction with phos-I)horus trichloride 46, 42 /i-Dimethylaminobenzaldehyde, conversion to 8,8-dichloro-/i-dimethyl-aminoslyrcne, 46, 34... 

Dimethylamine, reaction with cyclo-hexanecarboxylic acid chloride, 39, 20... 

Dimethylamine, reaction with 2-chloro-pyrimidine, 35, 58 reaction with formaldehyde and 2-methylfuran, 35, 78 Dimethylamine (aqueous), 32, 61 33, 57... 

A -AIkyl-2-azidobenzothiazolium tetrafluoroborates exhibit ambident reactivity with nucleophiles. With hard nucleophiles, e.g. hydroxide ion, methoxide ion, or dimethylamine, reaction occurs at the 2-position with displacement of azide ion. In contrast, softer nucleophiles, e.g. azide ion, cyanide ion, toluene-p-... 

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