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CasNo: 99-97-8
Molecular Formula: C9H13N
Appearance: light yellow liquid
Synthesis Reference(s) |
Synthetic Communications, 19, p. 3051, 1989 DOI: 10.1080/00397918908052700Tetrahedron Letters, 8, p. 1849, 1967 |
General Description |
A clear colorless liquid with an aromatic odor. Density 0.937 g / cm3 (Lancaster) and insoluble in water. Hence floats on water. Toxic by skin absorption and inhalation. Flash point 181°F. May release toxic vapors when burned. |
Reactivity Profile |
N,N-DIMETHYL-P-TOLUIDINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides. |
Purification Methods |
Reflux for 3hours with 2 molar equivalents of Ac2O, then fractionally distil it under reduced pressure. Alternatively, dry it over BaO, distil and store it over KOH. The picrate has m 128o (from EtOH). Methods described for N,N-dimethylaniline are applicable here. [Beilstein 12 H 902, 12 III 2026, 12 IV 1874.] |
InChI:InChI=1/C9H13N/c1-8-4-6-9(7-5-8)10(2)3/h4-7H,1-3H3
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N-benzyl-N,N-dimethyl-p-methylanilinium bromide
benzyl bromide
Dimethyl-p-toluidine
Conditions | Yield |
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In chloroform; at 34.9 ℃; Rate constant;
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In acetone; at 45 ℃; Rate constant; Equilibrium constant;
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methanol
aniline
N,N-dimethyl-o-toluidine
N-methyl-p-toluidine
N,N-dimethyl-aniline
N-methylaniline
N,2-dimethylaniline
Dimethyl-p-toluidine
Conditions | Yield |
---|---|
With monoaluminum phosphate; at 425 ℃; Product distribution; other catalyst, var. temp., var.molar ratio of educts;
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31.2 % Chromat. 18.3 % Chromat. 5.1 % Chromat. 8.5 % Chromat. 7.0 % Chromat. 10.0 % Chromat. |
methanol
p-Toluidine hydroiodide
4-methylaniline hydrobromide
ethanol
N-methyl-N-nitroso-p-toluidine
4,N,N-trimethyl-2-nitroaniline
4-(N-methylacetamido)toluene
N-benzyl-N,N-dimethyl-p-methylanilinium bromide