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2-Methyl anthraquinone

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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
  • Tectochinon
CAS:
84-54-8
MF:
C15H10O2
MW:
222.24
EINECS:
201-539-6
Product Categories:
  • commercial
  • Anthraquinones, Hydroquinones and Quinones
  • Anthraquinones
  • Chloroanthraquine, etc.
  • C15 to C38
  • Carbonyl Compounds
  • Intermediates of Dyes and Pigments
  • Ketones
Mol File:
84-54-8.mol
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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)
Flash point:
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)
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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

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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)

Canadian Journal of Chemistry, 44, p. 2881, 1966 DOI: 10.1139/v66-428

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

Flammability and Explosibility

Not classified

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

Preparation Products

Raw materials

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