3,5-Xylidine is the organic compound with the formula C6H3(CH3)2NH2. It is one of several isomeric xylidines. It is a colorless viscous liquid. It is used in the production of the dye Pigment Red 149.[1]

3,5-Xylidine
Names
Preferred IUPAC name
3,5-Dimethylaniline
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.003.280 Edit this at Wikidata
EC Number
  • 215-091-4
MeSH C514328
RTECS number
  • ZE9625000
UNII
UN number 0077 1711
  • InChI=1S/C8H11N/c1-6-3-7(2)5-8(9)4-6/h3-5H,9H2,1-2H3
    Key: MKARNSWMMBGSHX-UHFFFAOYSA-N
  • Cc1cc(cc(c1)N)C
Properties
C8H11N
Molar mass 121.183 g·mol−1
Appearance colorless oil
Density 0.9704 g/cm3
Melting point 9.8–10.0 °C (49.6–50.0 °F; 282.9–283.1 K)
Boiling point 218 °C (424 °F; 491 K)
Hazards
GHS labelling:
GHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
Danger
H301, H311, H331, H373, H411
P260, P261, P264, P270, P271, P273, P280, P301+P310, P302+P352, P304+P340, P311, P312, P314, P321, P322, P330, P361, P363, P391, P403+P233, P405, P501
Flash point 103 °C (217 °F; 376 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Chemical structure of Pigment Red 149

Production

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3,5-Xylidine is produced industrially by amination of the xylenol using ammonia and alumina catalyst.

References

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  1. ^ M. Meyer (2012). "Xylidines". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a28_455. ISBN 978-3527306732.