9(10H)-ACRIDONE Chemical Properties

Melting point:

>300 °C (lit.)

Boiling point:

331.88°C (rough estimate)

Density 

1.1266 (rough estimate)

refractive index 

1.6060 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly)

form 

Crystalline Powder

pka

-0.30±0.30(Predicted)

color 

Yellow

Water Solubility 

Insoluble in benzene, chloroform, ether, water and ethanol.

BRN 

7104

InChIKey

FZEYVTFCMJSGMP-UHFFFAOYSA-N

CAS DataBase Reference

578-95-0(CAS DataBase Reference)

NIST Chemistry Reference

9,l0-Dihydro-9-oxoacridine(578-95-0)

EPA Substance Registry System

9(10H)-Acridinone (578-95-0)

Safety Information

Hazard Codes 

Xn

Risk Statements 

36/37/38-22-40

Safety Statements 

22-24/25-37/39-26-36

WGK Germany 

3

RTECS 

AR6976000

TSCA 

Yes

HS Code 

29339900

MSDS

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

9(10H)-ACRIDONE Usage And Synthesis

Chemical Properties

YELLOW CRYSTALLINE POWDER

Uses

9(10H)-Acridone is used in the preparation of methyl 9,10-dihydro-9-oxoacridine-10-pentanoate, use for dyeing the organic materials.

Uses

9(10H)-Acridanone (acridone) was used in the preparation of methyl 9,10-dihydro-9-oxoacridine-10-pentanoate.

Uses

9(10H)-Acridone is a catabolic product of carbamazepine (C175840) metabolite and can be used as a fluorescent tag for antibody catalysis.

Definition

ChEBI: A member of the class of acridines that is 9,10-dihydroacridine substituted by an oxo group at position 9.

Purification Methods

Dissolve ~1g in ca 1% NaOH (100mL), add 3M HCl to pH 4 when acridone separates as a pale yellow solid with m just above 350o (sharp). It can be recrystallised from large volumes of H2O to give a few mg. It is soluble in 160 parts of boiling EtOH (540 parts at 22o) [Albert & Phillips J Chem Soc 1294 1956]. Afew decigms are best crystallised as the hydrochloride from 400 parts of 10N HCl (90% recovery) from which the free base is obtained by washing the salt with H2O. A small quantity can be recrystallised (as the neutral species) from boiling AcOH. Larger quantities are best recrystallised from a mixture of 5 parts of freshly distilled aniline and 12.5 parts of glacial acetic acid. Acridone distils unchanged at atmospheric pressure, but the boiling point was not recorded, and some sublimation occurs below 350o. It has UV: 399nm. [see max Albert, The Acridines Arnold Press pp 201, 372 1966; for pKa see Kalatzis J Chem Soc (B) 96 1969, Beilstein 23/9 V 7.]

9(10H)-ACRIDONE(578-95-0)Related Product Information

• Vat Violet 13
• Quinacridone
• 9(10H)-ACRIDONE
• 10-METHYL-9(10H)-ACRIDONE,N-METHYL-9-ACRIDONE,10-METHYL-9(10H)-ACRIDONE 99%,10-METHYL-9(10H)-ACRIDONE,10-METHYL-9(10H)-ACRIDONE 99%
• Pigment Red 122
• 9-Oxo-10(9H)-acridineacetic acid
• Pigment Red 202
• arborinine
• 1,2,3,4-Tetrahydro-910Hü-acridone, 98%,1,2,3,4-TETRAHYDRO-9[10H]-ACRIDONE,1,2,3,4-TETRAHYDRO-9[10H]-ACRIDONE
• Pigment Red 122
• N,N'-Dimethylquinacridone
• Anthrone
• Acridine
• MELICOPIDINE
• 2-CHLOROACRIDIN-9(10H)-ONE
• 2-AMINOACRIDONE
• 1-Hydroxy-10-methyl-9(10H)-acridone,1-Hydroxy-10-methyl-9(10H)-acridone
• 2-Methoxy-9(10H)-acridone,2-Methoxy-9(10H)-acridone