9-Bromo-10-(2-naphthyl)anthracene Chemical Properties

Melting point:

169.0 to 173.0 °C

Boiling point:

518.9±19.0 °C(Predicted)

Density 

1.402±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Toluene

form 

powder to crystal

color 

White to Yellow to Green

InChI

InChI=1S/C24H15Br/c25-24-21-11-5-3-9-19(21)23(20-10-4-6-12-22(20)24)18-14-13-16-7-1-2-8-17(16)15-18/h1-15H

InChIKey

FKIFDWYMWOJKTQ-UHFFFAOYSA-N

SMILES

C1=C2C(C(C3=CC=C4C(=C3)C=CC=C4)=C3C(=C2Br)C=CC=C3)=CC=C1

CAS DataBase Reference

474688-73-8

Safety Information

HS Code 

2903.99.8001

9-Bromo-10-(2-naphthyl)anthracene Usage And Synthesis

Chemical Properties

off-white powder

Uses

9-Bromo-10-(2-naphthyl)anthracene is a reagent used in the determination of amines.

Synthesis

The general procedure for the synthesis of 9-bromo-10-(2-naphthalenyl)anthracene from 9-(naphthalen-2-yl)anthracene was as follows: 9-(2-naphthalenyl)anthracene (2.7 g, 8.9 mmol) was suspended in anhydrous N,N-dimethylformamide (DMF, 50 mL). To this suspension was slowly added anhydrous DMF solution (6 mL) dissolved in N-bromosuccinimide (NBS, 1.7 g, 9.6 mmol, 1.1 equiv). The resulting mixture was stirred and reacted for 10 h at room temperature and then left to stand overnight. Upon completion of the reaction, the reaction mixture was diluted with deionized water (50 mL). The resulting yellowish solid product was separated by filtration and washed with methanol to give the final target compound 9-bromo-10-(2-naphthyl)anthracene (3.2 g, 94% yield). The structure of the product was confirmed by 1H-NMR (CDCl3, TMS) with chemical shifts δ: 7.2-7.7 (9H, m), 7.8-8.1 (4H, m), 8.62 (2H, d, J = 8 Hz).

References

[1] Patent: WO2007/102683, 2007, A1. Location in patent: Page/Page column 52
[2] Patent: EP1496041, 2005, A1. Location in patent: Page 22
[3] Chemical Communications, 2013, vol. 49, # 41, p. 4664 - 4666
[4] Patent: KR101548370, 2015, B1. Location in patent: Paragraph 0117; 0118; 0121; 0122
[5] Patent: US2005/245752, 2005, A1. Location in patent: Page/Page column 8

9-Bromo-10-(2-naphthyl)anthracene(474688-73-8)Related Product Information

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