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2-Methyl anthraquinone

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CAS:84-54-8
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  • 2024-04-23
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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 Structure
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
InChIKeyNJWGQARXZDRHCD-UHFFFAOYSA-N
LogP3.4 at 25℃
CAS DataBase Reference84-54-8(CAS DataBase Reference)
NIST Chemistry Reference9,10-Anthracenedione, 2-methyl-(84-54-8)
EPA Substance Registry System2-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
ProviderLanguage
Methylanthraquinone English
SigmaAldrich English
ACROS English
ALFA English
2-Methyl anthraquinone Usage And Synthesis
Chemical PropertiesYELLOW TO GREEN-YELLOW FINE POWDER
Uses2-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.
DefinitionChEBI: 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.
ReactionsThe 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 ExplosibilityNot classified
Purification MethodsCrystallise 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.]
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