Identification | More | [Name]
9(10H)-ACRIDONE | [CAS]
578-95-0 | [Synonyms]
10H-ACRIDIN-9-ONE 9,10-DIHYDRO-9-OXOACRIDINE 9(10H)-ACRIDANONE 9(10H)-ACRIDINONE 9(10H)-ACRIDONE 9-ACRIDANONE 9-ACRIDONE (10H) ACRIDON ACRIDONE AKOS 215-92 AKOS NCG-0051 AURORA KA-3719 9-Acridone Acridanone Acridin-9-one Acridine, 9,10-dihydro-9-oxo- Dihydroketoacridine acridin-9-(10H)-one ACRIDONE, FOR FLUORESCENCE 9,10-Dihydro-9-oxoacridone | [EINECS(EC#)]
209-434-7 | [Molecular Formula]
C13H9NO | [MDL Number]
MFCD00005019 | [Molecular Weight]
195.22 | [MOL File]
578-95-0.mol |
Chemical Properties | Back Directory | [Appearance]
YELLOW TO YELLOWISH-GREEN CRYSTALLINE POWDER | [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 | [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]
578-95-0(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . R22:Harmful if swallowed. R40:Limited evidence of a carcinogenic effect. | [Safety Statements ]
S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . S37/39:Wear suitable gloves and eye/face protection . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
AR6976000
| [TSCA ]
Yes | [HS Code ]
29339900 |
Hazard Information | Back Directory | [Chemical Properties]
YELLOW CRYSTALLINE POWDER | [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.
| [Uses]
9(10H)-Acridone is used in the preparation of methyl 9,10-dihydro-9-oxoacridine-10-pentanoate, use for dyeing the organic materials. | [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.] |
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