Pigment Yellow 154

Pigment Yellow 154
Names
	IUPAC name 3-oxo-N-(2-oxo-1,3-dihydrobenzimidazol-5-yl)-2-[[2-(trifluoromethyl)phenyl]diazenyl]butanamide
Identifiers
CAS Number	68134-22-5;
3D model (JSmol)	Interactive image;
ECHA InfoCard	100.062.467
EC Number	268-734-6;
PubChem CID	109160;
CompTox Dashboard (EPA)	DTXSID50867488 ;
	InChI InChI=1S/C18H14F3N5O3/c1-9(27)15(26-25-12-5-3-2-4-11(12)18(19,20)21)16(28)22-10-6-7-13-14(8-10)24-17(29)23-13/h2-8,15H,1H3,(H,22,28)(H2,23,24,29) Key: VBNVBMNKUIJLPP-UHFFFAOYSA-N;
	SMILES CC(=O)C(C(=O)NC1=CC2=C(C=C1)NC(=O)N2)N=NC3=CC=CC=C3C(F)(F)F;
Properties
Chemical formula	C18H14F3N5O3
Molar mass	405.337 g·mol−1
Appearance	yellow solid
Melting point	330 °C (626 °F; 603 K) (decomposes)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H319
Precautionary statements	P264+P265, P280, P305+P351+P338, P337+P317
Autoignition; temperature	290 °C (554 °F; 563 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

C.I. Pigment Yellow 154 is a chemical compound belonging to the group of benzimidazolone pigments and classified as one of the azo pigments.^[3]

Properties

Pigment Yellow 154 is a yellow pigment characterized by very high lightfastness and weather fastness. It exhibits high resistance to common organic solvents such as alcohols, esters, and hydrocarbons.^[4]

Synthesis

Pigment Yellow 154 can be synthesized by azo coupling. The synthesis starts from 2-trifluoromethylaniline, which is diazotized with nitrites and subsequently coupled with 5-(acetoacetylamino)benzimidazolone to form the azo pigment.^[5]

Use

Pigment Yellow 154 is primarily used in the paint industry and is considered one of the most weather-resistant organic yellow pigments. It is also used for nuancing other color shades and for producing lightened pure yellow and green shades.^[4]

References

1 2 "Sicherheitsdatenblatt" (PDF) (in German). Kremer Pigmente. 2023-12-19. Retrieved 2025-10-07.
↑ PubChem. "Butanamide, N-(2,3-dihydro-2-oxo-1H-benzimidazol-5-yl)-3-oxo-2-(2-(2-(trifluoromethyl)phenyl)diazenyl)-". pubchem.ncbi.nlm.nih.gov. Retrieved 2026-05-09.
↑ "Permanentgelb mittel PY 154". materialarchiv.ch (in German). Material-Archiv. 2019. Retrieved 2025-10-07.
1 2 Willy Herbst, Klaus Hunger (1995), Industrielle Organische Pigmente (Herstellung, Eigenschaften, Anwendung), Weinheim: VCH Verlagsgesellschaft, p. 366, ISBN 3-527-28744-2
↑ CN 102796399, Zhang Zhiquin et al, "Preparation method of high-color strength C. I. pigment yellow 154", published 2012-11-28, assigned to Anshan Hifichem Co Ltd

[kremer-1] 1 2 "Sicherheitsdatenblatt" (PDF) (in German). Kremer Pigmente. 2023-12-19. Retrieved 2025-10-07.

[2] PubChem. "Butanamide, N-(2,3-dihydro-2-oxo-1H-benzimidazol-5-yl)-3-oxo-2-(2-(2-(trifluoromethyl)phenyl)diazenyl)-". pubchem.ncbi.nlm.nih.gov. Retrieved 2026-05-09.

[3] "Permanentgelb mittel PY 154". materialarchiv.ch (in German). Material-Archiv. 2019. Retrieved 2025-10-07.

[WHerbst-4] 1 2 Willy Herbst, Klaus Hunger (1995), Industrielle Organische Pigmente (Herstellung, Eigenschaften, Anwendung), Weinheim: VCH Verlagsgesellschaft, p. 366, ISBN 3-527-28744-2

[5] CN 102796399, Zhang Zhiquin et al, "Preparation method of high-color strength C. I. pigment yellow 154", published 2012-11-28, assigned to Anshan Hifichem Co Ltd

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