Disperse Yellow 42

Summary

Disperse Yellow 42, or 4-anilino-3-nitrobenzenesulfonanilide, is a disperse dye that is primarily used to dye polyester fibers. It is prepared by the reaction of two equivalents of aniline with 4-chloro-3-nitrobenzenesulfonyl chloride. An estimated 10,000 tons were prepared in 1990, making Disperse Yellow 42 the nitro dye produced on the largest scale.[1][2]

Disperse Yellow 42
Names
Preferred IUPAC name
4-Anilino-3-nitro-N-phenylbenzene-1-sulfonamide
Other names
4-Anilino-3-nitrobenzenesulfonanilide
C.I. 10338 (Colour index numbers)
Identifiers
  • 5124-25-4
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL1708990
ChemSpider
  • 19933
ECHA InfoCard 100.023.511 Edit this at Wikidata
EC Number
  • 225-862-7
  • 21201
UNII
  • XFL4U655CN checkY
  • DTXSID8052148
  • InChI=1S/C18H15N3O4S/c22-21(23)18-13-16(26(24,25)20-15-9-5-2-6-10-15)11-12-17(18)19-14-7-3-1-4-8-14/h1-13,19-20H
    Key: BBFRYSKTTHYWQZ-UHFFFAOYSA-N
  • C1=CC=C(C=C1)NC2=C(C=C(C=C2)S(=O)(=O)NC3=CC=CC=C3)[N+](=O)[O-]
Properties
C18H15N3O4S
Molar mass 369.40 g·mol−1
Melting point 156 °C (313 °F; 429 K)
Hazards
GHS labelling:
GHS07: Exclamation markGHS09: Environmental hazard
Warning
H317, H411, H412
P261, P272, P273, P280, P302+P352, P321, P333+P313, P363, P391, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References edit

  1. ^ Raue, Roderich; Corbett, John F. (2000). "Nitro and Nitroso Dyes". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_383. ISBN 978-3527306732.
  2. ^ Freeman, Harold S.; Posey, James C. (1992). "An approach to the design of lightfast disperse dyes-analogs of disperse yellow 42". Dyes and Pigments. 20 (3): 171–195. doi:10.1016/0143-7208(92)80044-N.