View source for Xylidine

'''Xylidine''' can refer to any of the six [[isomer]]s of [[xylene]] [[amine]], or any mixture of them. All isomers are toxic.

The chemical formula of xylidines is C<sub>8</sub>H<sub>11</sub>N, or (CH<sub>3</sub>)<sub>2</sub>C<sub>6</sub>H<sub>3</sub>NH<sub>2</sub>. They are stable and combustible and react with strong oxidizing agents. They may be light sensitive. The CAS number for the isomer mixture is {{CASREF|CAS=1300-73-8}}. They are typically yellow liquids (except 3,4-xylidine which is solid) that darken when exposed to air and light. They are miscible with [[ethanol]] and [[diethyl ether]] and little soluble in water.

Xylidines are produced as byproducts of [[fractional distillation]] of [[coal tar]].

Their risk and safety phrases are {{R20}} {{R22}} {{R36}} {{R37}} {{R38}}.

Xylidines are chiefly used in production of [[pigment]]s and [[dye]]stuffs, and also various [[antioxidant]]s, [[agrochemical]]s, pharmaceuticals, and many other organic chemicals.

Xylidines are also used as a component of the [[Tonka (fuel)|Tonka rocket fuel]].

==2,3-xylidine==
'''2,3-xylidine''', also called '''o-xylidine''', '''2,3-dimethylaniline''', '''2,3-xylylamine''', or '''2,3-dimethylphenylamine''', is a liquid with melting point 2.5 °C and boiling point 222 °C, and [[flash point]] at 96 °C. {{SMILESCAS|CAS=87-59-2|SMILES=Nc1cccc(C)c1C}} It is used in production of [[mefenamic acid]], dyes, and pesticides.

==2,4-xylidine==
{{main|2,4-Xylidine}}
'''2,4-xylidine''', also called '''2-methyl-p-toluidine''', '''2,4-dimethylaniline''', '''2,4-xylylamine''', or '''2,4-dimethylphenylamine''', is a liquid with melting point 16 °C, boiling point 214 °C, and [[flash point]] at 90 °C. {{SMILESCAS|CAS=95-68-1|SMILES=Nc1ccc(C)cc1C}} It is used for production of pesticides, dyes, and other chemicals.

==2,5-xylidine==
'''2,5-xylidine''', also called '''p-xylidine''', '''2,5-dimethylaniline''', '''2,5-xylylamine''', or '''2,5-dimethylphenylamine''', is a liquid with melting point 11.5 °C and boiling point 218 °C. {{SMILESCAS|CAS=95-78-3|SMILES=Nc1cc(C)ccc1C}} It is used for production of dyes and other chemicals.

==2,6-xylidine==
{{main|2,6-Xylidine}}
'''2,6-Xylidine''', also called '''2,6-dimethylaniline''', '''2,6-xylylamine''', or '''2,6-dimethylphenylamine''', is a liquid with melting point 8.4 °C and boiling point 214 °C. {{SMILESCAS|CAS=87-62-7|SMILES=Nc1c(C)cccc1C}} It is used in production of some anesthetics and other chemicals.

==3,4-xylidine==
{{main|3,4-Xylidine}}
'''3,4-xylidine''', also called '''3,4-dimethylaniline''', '''3,4-xylylamine''', or '''3,4-dimethylphenylamine''', is a crystalline solid with melting point 51 °C and boiling point 226 °C. {{SMILESCAS|CAS=95-64-7|SMILES=Nc1ccc(C)c(C)c1}} It is used as a raw material for production of [[vitamin B2|vitamin B<sub>2</sub>]], dyes, pesticides, and other chemicals.

== 3,5-xylidine ==
'''3,5-xylidine''', also called '''3,5-dimethylaniline''', '''3,5-xylylamine''', or '''3,5-dimethylphenylamine''', is a liquid with melting point 9.8 °C and boiling point 220–221 °C. {{SMILESCAS|CAS=108-69-0|SMILES=Nc1cc(C)cc(C)c1}} It is used for production of pesticides, dyes, and other chemicals.

<gallery>
Image:2,3-Xylidin.svg|2,3-xylidine
Image:2,4-Xylidin.svg|2,4-xylidine
Image:2,5-Xylidin.svg|2,5-xylidine
Image:2,6-Xylidin.svg|2,6-xylidine
Image:3,4-Xylidin.svg|3,4-xylidine
Image:3,5-Xylidin.svg|3,5-xylidine
</gallery>

[[Category:Aromatic amines]]

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