Pigment Yellow 12

Last updated
Pigment Yellow 12
PigYel12mainTaut.svg
Names
Other names
Benzidine yellow, Diarylanilide Yellow
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.026.170 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 228-787-8
PubChem CID
UNII
  • InChI=1S/C32H26Cl2N6O4/c1-19(41)29(31(43)35-23-9-5-3-6-10-23)39-37-27-15-13-21(17-25(27)33)22-14-16-28(26(34)18-22)38-40-30(20(2)42)32(44)36-24-11-7-4-8-12-24/h3-18,29-30H,1-2H3,(H,35,43)(H,36,44)
    Key: GNCOVOVCHIHPHP-UHFFFAOYSA-N
  • CC(=O)C(C(=O)NC1=CC=CC=C1)N=NC2=C(C=C(C=C2)C3=CC(=C(C=C3)N=NC(C(=O)C)C(=O)NC4=CC=CC=C4)Cl)Cl
Properties
C32H26Cl2N6O4
Molar mass 629.50 g·mol−1
AppearanceYellow solid
Density 1.22
Melting point 320 °C (608 °F; 593 K)
1mg/ml
Hazards
GHS labelling:
H412
P273, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Pigment Yellow 12 is an organic compound and an azo compound. It is a widely used yellow pigment. It is also classified as a diarylide pigment, being derived from 3,3'-dichlorobenzidine. It is closely related to Pigment Yellow 13, wherein the two phenyl groups are replaced by 2,4-xylyl. [1] According to X-ray crystallography, the molecule is nearly planar and exists as the keto-hydrazide tautomer. [2]

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References

  1. K. Hunger; W. Herbst (2012). "Pigments, Organic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a20_371. ISBN   978-3-527-30673-2.
  2. Barrow, Michael J.; Christie, Robert M.; Lough, Alan J.; Monteith, Jean E.; Standring, Paul N. (2000). "The Crystal Structure of C.I. Pigment Yellow 12". Dyes and Pigments. 45 (2): 153–160. doi:10.1016/S0143-7208(00)00017-6.