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HomeProduct name list2-Methyl anthraquinone

2-Methyl anthraquinone

Synonym(s):2-MAQ

  • CAS NO.:84-54-8
  • Empirical Formula: C15H10O2
  • Molecular Weight: 222.24
  • MDL number: MFCD00001235
  • EINECS: 201-539-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-05-18 08:51:57
2-Methyl anthraquinone Structural

What is 2-Methyl anthraquinone?

Chemical properties

YELLOW TO GREEN-YELLOW FINE POWDER

The Uses of 2-Methyl anthraquinone

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.

What are the applications of Application

2-Methylanthraquinone is a carbonyl compound

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.]

Properties of 2-Methyl anthraquinone

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
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 for 2-Methyl anthraquinone

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 2-Methyl anthraquinone

InChIKey NJWGQARXZDRHCD-UHFFFAOYSA-N

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