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.