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

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Acridine, 2,7-dibroMo-9,10-dihydro-9,9-diMethyl- Basic information
Product Name:Acridine, 2,7-dibroMo-9,10-dihydro-9,9-diMethyl-
Synonyms:Acridine, 2,7-dibroMo-9,10-dihydro-9,9-diMethyl-;2,7-dibroMo-9,10-dihydro-9,9-diMethyl-Acridine;2,7-dibromo-9,9-dimethylacridan;2,7-Dibromo-9,9-dimethylacridine;2,7-dibromo-9,9-dimethyl-9,10-dihydroacridine
CAS:1333316-35-0
MF:C15H13Br2N
MW:367.08
EINECS:
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Mol File:1333316-35-0.mol
Acridine, 2,7-dibroMo-9,10-dihydro-9,9-diMethyl- Structure
Acridine, 2,7-dibroMo-9,10-dihydro-9,9-diMethyl- Chemical Properties
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
pka0.46±0.40(Predicted)
form Solid
color Light Green
Safety Information
MSDS Information
Acridine, 2,7-dibroMo-9,10-dihydro-9,9-diMethyl- Usage And Synthesis
Uses2,7-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
Acridine, 2,7-dibroMo-9,10-dihydro-9,9-diMethyl- Preparation Products And Raw materials
Raw materials9,9-dimethylcarbazine-->Chloroform
Tag:Acridine, 2,7-dibroMo-9,10-dihydro-9,9-diMethyl-(1333316-35-0) Related Product Information
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