PROFILPELAJAR.COM

Methyl yellow
Names
	Preferred IUPAC name N,N-Dimethyl-4-(phenyldiazenyl)aniline
	Other names 4-Dimethylaminoazobenzene; p-Dimethylaminoazobenzene; DAB; N,N-Dimethyl-4-phenylazoaniline; N,N-Dimethyl-4-aminoazobenzene; Butter Yellow; Solvent Yellow 2; C.I. 11020
Identifiers
CAS Number	60-11-7 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL263116 ;
ChemSpider	5829 ;
ECHA InfoCard	100.000.414
EC Number	200-455-7;
PubChem CID	6053;
RTECS number	BX7350000;
UNII	A49L8E13FD ;
CompTox Dashboard (EPA)	DTXSID5020491 ;
	InChI InChI=1S/C14H15N3/c1-17(2)14-10-8-13(9-11-14)16-15-12-6-4-3-5-7-12/h3-11H,1-2H3/b16-15+ Key: JCYPECIVGRXBMO-FOCLMDBBSA-N ; InChI=1/C14H15N3/c1-17(2)14-10-8-13(9-11-14)16-15-12-6-4-3-5-7-12/h3-11H,1-2H3/b16-15+ Key: JCYPECIVGRXBMO-FOCLMDBBBF;
	SMILES N(=N/c1ccccc1)\c2ccc(N(C)C)cc2;
Properties
Chemical formula	C14H15N3
Molar mass	225.295 g·mol−1
Appearance	Yellow crystals
Melting point	111–116 °C (232–241 °F; 384–389 K) ; decomposes
Solubility in water	13.6 mg/l
log P	4.58
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Carcinogen
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H301, H351
Precautionary statements	P281, P301+P310
NFPA 704 (fire diamond)	2 1 0
	NIOSH (US health exposure limits):
PEL (Permissible)	OSHA-regulated carcinogen
REL (Recommended)	Ca
IDLH (Immediate danger)	Ca [N.D.]
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Methyl yellow, or C.I. 11020, is an organic compound with the formula C₆H₅N₂C₆H₄N(CH₃)₂. It is an azo dye derived from dimethylaniline. It is a yellow solid. According to X-ray crystallography, the C₁₄N₃ core of the molecule is planar.^[3]

It is used as a dye for plastics and may be used as a pH indicator.

Methyl yellow (pH indicator)
below pH 2.9		above pH 4.0
2.9	⇌	4.0

In aqueous solution at low pH, methyl yellow appears red. Between pH 2.9 and 4.0, methyl yellow undergoes a transition, to become yellow above pH 4.0.

Safety

It is a possible carcinogen.^[2] As "butter yellow", the agent had been used as a food additive in butter and margarine before its toxicity was recognized.^[4]

History

Butter yellow was synthesized by Peter Griess in the 1860s at the Royal College of Chemistry in London.^[5] The dye was used to dye butter in Germany^[5]^[6] and other parts of the world^{[citation needed]} during the latter half of the 19th century and the beginning of the 20th before being phased out in the 1930s and 40s. It was in the 1930s that research led by Riojun Kinosita showed the link between several azo dyes and cancer, linking butter yellow to liver cancer in rats after two to three months exposure.^[7] In 1939, the International Congress for Cancer Research issued a recommendation for the banning of cancer-causing food dyes (including butter yellow) from food production.^[5]^[6]