1,2-Dibromo-4-fluorobenzene Chemical Properties

Melting point:

69℃

Boiling point:

220℃

Density 

2.014

refractive index 

1.5780-1.5820

Flash point:

87℃

form 

clear liquid

color 

Colorless to Light yellow

CAS DataBase Reference

2369-37-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

Hazard Note 

Irritant

HS Code 

2903998090

MSDS

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1,2-Dibromo-4-fluorobenzene Usage And Synthesis

Reactivity Profile

The Suzuki–Miyaura reaction of 1,2- dibromo-4-fluorobenzene with two equivalents of arylboronic acids 2a–d, i,v afforded the fluorinated terphenyls 15a–f in moderate to good yields. The best yields were obtained using 2.2 equivalents of the aryl boronic acid, Pd(PPh3)4 (0.03 equiv) as the catalyst, and Cs2CO3 (2.2 equiv) as the base (1,4-dioxane, 90 8C, 8 h). The low site-selectivity in the case of 1,2-dibromo-4-fluorobenzene (13) can be explained by the fact that the positions 1 and 2, located meta and para to the fluorine atom, are sterically and electronically very similar[1].

References

[1] Muhammad Sharif . “Synthesis of functionalized fluorinated terphenyls by site-selective Suzuki–Miyaura cross-coupling reactions of dibrominated fluorobenzenes.” Journal of Fluorine Chemistry 146 (2013): Pages 19-36.

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