2-(3-bromophenyl)Naphthalene Chemical Properties

Melting point:

97.0 to 101.0 °C

Boiling point:

385.2±11.0 °C(Predicted)

Density 

1.381±0.06 g/cm3 (20 ºC 760 Torr)

storage temp. 

Sealed in dry,Room Temperature

form 

Solid

color 

White to Yellow to Orange

InChI

InChI=1S/C16H11Br/c17-16-7-3-6-14(11-16)15-9-8-12-4-1-2-5-13(12)10-15/h1-11H

InChIKey

FWPXWVYUNHYGPE-UHFFFAOYSA-N

SMILES

C1=C2C(C=CC=C2)=CC=C1C1=CC=CC(Br)=C1

CAS DataBase Reference

667940-23-0

Safety Information

HS Code 

2903.99.8001

2-(3-bromophenyl)Naphthalene Usage And Synthesis

Chemical Properties

Type of white solid

Synthesis

1. Preparation of Compound 2a: 1-Bromo-3-iodobenzene (10 g, 35.35 mmol) and 2-naphthaleneboronic acid (5.47 g, 31.82 mmol) were dissolved in anhydrous tetrahydrofuran (THF, 100 mL) under dry conditions. Subsequently, tetrakis(triphenylphosphine)palladium (Pd(PPh3)4, 1.2 g, 1.06 mmol) and 2M aqueous potassium carbonate (K2CO3) (50 mL) were added. The reaction mixture was heated to reflux for 24 hours. After completion of the reaction, the organic layer was extracted with ethyl acetate and dried with anhydrous magnesium sulfate (MgSO4). After filtration to remove the desiccant, the organic layer was concentrated under reduced pressure to remove the solvent. The crude product was purified by column chromatography followed by recrystallization in a solvent mixture of tetrahydrofuran (THF) and ethanol (EtOH) to afford the white solid compound 2a (8.5 g, 85% yield). Mass spectrometry analysis showed [M + H]+ peak located at 283 m/z.

References

[1] Patent: WO2008/13399, 2008, A1. Location in patent: Page/Page column 14-15
[2] Patent: US2010/331585, 2010, A1. Location in patent: Page/Page column 94-95
[3] Organic and Biomolecular Chemistry, 2017, vol. 15, # 19, p. 4096 - 4114