9,9-dimethylcarbazine Chemical Properties

Melting point:

120-126℃

Boiling point:

155°C/1mmHg(lit.)

Density 

1.043±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

powder to crystal

pka

2.05±0.40(Predicted)

color 

White to Almost white

λmax

284nm(CH3CN)(lit.)

InChI

InChI=1S/C15H15N/c1-15(2)11-7-3-5-9-13(11)16-14-10-6-4-8-12(14)15/h3-10,16H,1-2H3

InChIKey

JSEQNGYLWKBMJI-UHFFFAOYSA-N

SMILES

C1=C2C(NC3=C(C2(C)C)C=CC=C3)=CC=C1

EPA Substance Registry System

Acridine, 9,10-dihydro-9,9-dimethyl- (6267-02-3)

Safety Information

HS Code 

29339900

9,9-dimethylcarbazine Usage And Synthesis

Chemical Properties

Dark brown viscous body

Uses

9,9-Dimethyl-9,10-dihydroacridine 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

General procedure for the synthesis of 9,9-dimethyl-9,10-dihydroacridine from the compound (CAS: 73183-55-8): 80 g (0.35 mol) of the compound obtained in the previous step was added to 1.7 L of phosphoric acid and the reaction mixture was stirred for 12 hours at room temperature. After completion of the reaction, the reaction mixture was neutralized with distilled water, the resulting solid was filtered and washed with distilled water. The solid was dissolved in dichloromethane, extracted and subsequently neutralized with sodium hydroxide solution. The organic layer was dried with magnesium sulfate and the solvent was removed by rotary evaporator. Finally, purification by recrystallization in hexane afforded 64 g of 9,9-dimethyl-9,10-dihydroacridine in 87% yield.

References

[1] Patent: WO2014/165307, 2014, A2. Location in patent: Paragraph 0316
[2] Patent: CN108191739, 2018, A. Location in patent: Paragraph 0045; 0046; 0047
[3] Patent: US2018/166636, 2018, A1. Location in patent: Paragraph 0113; 0114
[4] Patent: WO2011/93609, 2011, A1. Location in patent: Page/Page column 16
[5] Patent: WO2012/39561, 2012, A1. Location in patent: Page/Page column 24

9,9-dimethylcarbazine(6267-02-3)Related Product Information

• DIMETHYLMERCURY
• 9,9'-(5-bromo-1,3-phenylene)bis(9H-carbazole)
• 9-(3-bromophenyl)carbazole
• (9-(4-BROMOPHENYL))-9H-CARBAZOLE
• 9-Oxo-10(9H)-acridineacetic acid
• Diphenylamine