ChemicalBook--->CAS DataBase List--->1333316-35-0

1333316-35-0

1333316-35-0 Structure

1333316-35-0 Structure
IdentificationBack Directory
[Name]

Acridine, 2,7-dibroMo-9,10-dihydro-9,9-diMethyl-
[CAS]

1333316-35-0
[Synonyms]

2,7-dibromo-9,9-dimethylacridan
2,7-Dibromo-9,9-dimethylacridine
2,7-dibromo-9,9-dimethyl-9,10-dihydroacridine
2,7-dibroMo-9,10-dihydro-9,9-diMethyl-Acridine
Acridine, 2,7-dibroMo-9,10-dihydro-9,9-diMethyl-
[Molecular Formula]

C15H13Br2N
[MOL File]

1333316-35-0.mol
[Molecular Weight]

367.08
Chemical PropertiesBack Directory
[Boiling point ]

416.7±45.0 °C(Predicted)
[density ]

1.576±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
[solubility ]

Chloroform; Dichloromethane; DMSO
[form ]

Solid
[pka]

0.46±0.40(Predicted)
[color ]

Light Green
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
Hazard InformationBack Directory
[Uses]

2,7-Dibromo-9,10-dihydro-9,9-dimethylacridine is an intermediate in the synthesis of 2,7-Diisopropyl-9,9-dimethyl-4a,9,9a,10-tetrahydroacridine (D455760). 2,7-Diisopropyl-9,9-dimethyl-4a,9,9a,10-tetrahydroacridine is a useful chemical reagent. Also, it is derived from 9,9-Dimethyl-9,10-dihydroacridine (D474300), which are currently being used in the development of thermally activated delayed fluorescence (TADF) molecules which are being researched for their possible efficient deep-?blue TADF emitting potential.
[Synthesis]

9,9-dimethylcarbazine

6267-02-3

Acridine, 2,7-dibroMo-9,10-dihydro-9,9-diMethyl-

1333316-35-0

9,9-Dimethyl-9,10-dihydroacridine (2.7 g, 12.93 mmol) was dissolved in chloroform (200 ml) under the protection of nitrogen (by N2 purge) with continuous stirring. Subsequently, 3 equivalents of bromine were added slowly and dropwise. After 8 hours of reaction, the reaction was quenched by addition of aqueous sodium thiosulfate. The reaction mixture was then subjected to an extraction process. Purification by column chromatography using a solvent mixture of methylene chloride (MC) and hexane (1:5) as the unfolding agent resulted in 2,7-dibromo-9,9-dimethyl-9,10-dihydroacridine as a white solid (4.24 g, 90% yield).

[References]

[1] Patent: US2018/166636, 2018, A1. Location in patent: Paragraph 0115; 0116
[2] Patent: WO2014/165307, 2014, A2. Location in patent: Paragraph 0321
Spectrum DetailBack Directory
[Spectrum Detail]

Acridine, 2,7-dibroMo-9,10-dihydro-9,9-diMethyl-(1333316-35-0)1HNMR
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