2-Methyl anthraquinone

2-Methyl anthraquinone Basic information

Product Name:	2-Methyl anthraquinone
Synonyms:	9,10-Anthracenedione,2-methyl-;9,10-Antracenedione, 2-methyl-;Anthraquinone, 2-methyl-;anthraquinone,2-methyl-;beta-Methylanthraquinone;-Methylanthranpuinone;Techtoquinone;2-METHYL AQ
CAS:	84-54-8
MF:	C15H10O2
MW:	222.24
EINECS:	201-539-6
Product Categories:	Anthraquinones, Hydroquinones and Quinones;Anthraquinones;Chloroanthraquine, etc.;C15 to C38;Carbonyl Compounds;Ketones;Intermediates of Dyes and Pigments;commercial
Mol File:	84-54-8.mol

2-Methyl anthraquinone Chemical Properties

Melting point	170-173 °C (lit.)
Boiling point	236-238 °C/10 mmHg (lit.)
density	1.1404 (rough estimate)
vapor pressure	0Pa at 25℃
refractive index	1.6600 (estimate)
Fp	209 °C
storage temp.	2-8°C
solubility	Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form	powder to crystal
color	Light orange to Yellow to Green
Water Solubility	Soluble in water 1.234 mg/L @ 25°C.
Merck	14,6021
BRN	2050523
InChIKey	NJWGQARXZDRHCD-UHFFFAOYSA-N
LogP	3.4 at 25℃
CAS DataBase Reference	84-54-8(CAS DataBase Reference)
NIST Chemistry Reference	9,10-Anthracenedione, 2-methyl-(84-54-8)
EPA Substance Registry System	2-Methylanthraquinone (84-54-8)

Safety Information

Hazard Codes	Xi,N
Risk Statements	51/53
Safety Statements	22-24/25-61
RIDADR	UN 3077 9/PG 3
WGK Germany	3
Hazard Note	Irritant
TSCA	Yes
HS Code	29146990

MSDS Information

Provider	Language
Methylanthraquinone	English
SigmaAldrich	English
ACROS	English
ALFA	English

2-Methyl anthraquinone Usage And Synthesis

Chemical Properties	YELLOW TO GREEN-YELLOW FINE POWDER
Uses	2-Methylanthraquinone is used as a pharmaceutical intermediate. It is used in smog dyes. 2-Methylanthraquinone may be used in the preparation of potential bioreducible anthraquinone derivatives.
Definition	ChEBI: 2-methylanthraquinone is an anthraquinone that is 9,10-anthraquinone in which the hydrogen at position 2 is substituted by a methyl group. It derives from a 9,10-anthraquinone.
Reactions	The compound is produced by the reaction of phthalic anhydride and toluene. It can be chlorinated to give 1-chloro-2-methylanthraquinone. Nitration gives 1-nitro-2-methylanthraquinone, which can be reduced to 1-amino-2-methyl derivative. Oxidation of the methyl group gives anthraquinone-2-carboxylic acid.
Synthesis Reference(s)	Organic Syntheses, Coll. Vol. 1, p. 353, 1941 Tetrahedron Letters, 24, p. 5499, 1983 DOI: 10.1016/S0040-4039(00)94122-4
Synthesis Reference(s)	Canadian Journal of Chemistry, 44, p. 2881, 1966 DOI: 10.1139/v66-428
Flammability and Explosibility	Notclassified
Purification Methods	Crystallise the quinone from EtOH, then sublime it. It has max at 257, 275 and 330nm (EtOH). [Hersbery & Fieser J Am Chem Soc 63 2562 1941, Beilstein 7 H 809, 7 III 4104, 7 IV 2574.]

2-Methyl anthraquinone Preparation Products And Raw materials

Raw materials	Aluminum chloride-->FUMING SULFURIC ACID-->Phthalic anhydride-->2-(4-Methylbenzoyl)benzoic acid
Preparation Products	Emodin-->Vat Orange 9-->SOLWAY BLUE RN-->ANTHRAQUINONE-2-CARBOXYLIC ACID-->1-AMINO-2-METHYLANTHRAQUINONE-->1-AMINO-2-METHYLANTHRAQUINONE-->Vat Orange 21-->Vat Yellow 18-->Alizarin-->2,2'-(6,6'-Bibenzothiazole-2,2'-diyl)bis(9,10-anthraquinone)

AZINPHOS-METHYL Methyl 1-AMINO-2-METHYLANTHRAQUINONE 1-NITROANTHRAQUINONE anthraquinone dye(s) 1,4-DIHYDROXY-2,3-DIMETHYLANTHRAQUINONE HELMINTHOSPORIN(P) CYNODONTIN(P) 1,4-DIMETHYLANTHRAQUINONE l,5－Dihydroxy－3－methylanthraquinone 1,8-dihydroxy-4-hydroxymethylanthraquinone 1-Chloro-2-methylanthraquinone 1-AMINO-4-BROMO-2-METHYLANTHRAQUINONE 2-(HYDROXYMETHYL)ANTHRAQUINONE Mitoxantrone HCL for Injection (Lyophilized Power) 2,3-DIMETHYLANTHRAQUINONE l,4－Dihydroxy－2－methylanthraquinone 2-methyl-1-nitroanthraquinone

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