Anthrone Chemical Properties

Melting point:

154-157 °C (lit.)

Boiling point:

721 °C

Density 

1.0550 (rough estimate)

bulk density

450kg/m3

refractive index 

1.5500 (estimate)

storage temp. 

2-8°C

solubility 

INSOLUBLE

form 

Powder

color 

Yellow

Water Solubility 

INSOLUBLE

Sensitive 

Light Sensitive

Merck 

14,691

BRN 

1910173

Stability:

Stable. Incompatible with strong oxidizing agents. Combustible.

Major Application

diagnostic assay manufacturing
hematology
histology

InChI

1S/C14H10O/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-8H,9H2

InChIKey

RJGDLRCDCYRQOQ-UHFFFAOYSA-N

SMILES

O=C1c2ccccc2Cc3ccccc13

CAS DataBase Reference

90-44-8(CAS DataBase Reference)

NIST Chemistry Reference

Anthrone(90-44-8)

EPA Substance Registry System

9(10H)-Anthracenone (90-44-8)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-36

WGK Germany 

3

RTECS 

CB8925500

F 

8

TSCA 

TSCA listed

HS Code 

29143990

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

Hazardous Substances Data

90-44-8(Hazardous Substances Data)

Toxicity

mmo-sat 60 mg/plate MUREAV 157,149,85

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Anthrone Usage And Synthesis

Chemical Properties

off-white to light yellow crystals

Uses

Used for determination of carbohydrates Anthrone is used for the determination of carbohydrates. It is used as a general reagent in the colorimetric determination of carbohydrates in yeast and plant extracts. It is involved in organic synthesis. It is utilized for the determination of sugar in body fluids. It finds application as a laxative.

Uses

Anthrone is a tricyclic aromatic ketone and related compound of anthracene. Anthrone is used as a reagent in the colorometric determination of carbohydrates.

Definition

ChEBI: A member of the class of anthracenes that is 9,10-dihydroanthracene carrying an oxo group at C-9.

General Description

Anthrone has the ability to reduce aldehyde containing reducing sugars such as streptose and N-acetyl glucosamine present in streptomycin, into acids. It develops a red- violet color. Therefore, it is used to determine streptomycin quantitatively. Anthrone has been used to detect carbohydrate containing lipids and to measure sugar content such as sucrose and trehalose in the liquid medium.

Safety Profile

Mutation data reported. Whenheated to decomposition it emits acrid smoke andirritating vapors.

Synthesis

104g anthraquinone, 100g tin particles, 750ml glacial acetic acid mixed heated to boiling, and then add concentrated hydrochloric acid 250ml (relative density of 1.19) one by one, about 2h to add, at this time, the anthraquinone should be all dissolved in the reaction solution, otherwise, need to make up the addition of tin particles and hydrochloric acid. Then reflux 1.5h, decolorization and filtration, filtrate diluted with 100ml water, cooled to 10 ??, precipitated anthraquinone crystals, filtration, washed with water to make pH = 7 and get the crude crystals, dry weight of 80 g. Crude can be used to recrystallize the mixture of acetone or benzene and petroleum ether (3:1), can be obtained with melting point of 154-155 ??, anthraquinone of about 60 g. .

Purification Methods

This stable keto tautomer of 9-anthranol (above) provides yellow crystals from a 3:1 mixture of *C6H6/pet ether (b 60-80o) (10-12mL/g), or successively from *C6H6 then EtOH. Dry it in vacuo. [Meyer Org Synth Coll Vol I 60 1941, Beilstein 6 IV 4930.]

Anthrone(90-44-8)Related Product Information

• Anthraquinone
• Dihydromyrcenol
• 1,5-DICHLOROANTHRAQUINONE
• ACID BLUE 25
• 1,5-DIHYDROXYANTHRAQUINONE
• ACID GREEN 27 (C.I. 61580)
• Acid Green 25
• Alizarin Complexone
• ACID VIOLET 34
• 1,8-Dihydroxyanthraquinone
• Solvent Green 3
• Disperse Blue 3
• Disperse Red 9
• Chrysophanic acid
• 1,4-Dihydroxyanthraquinone
• OIL BLUE N
• 2-Isopropylthioxanthone
• Alizarin