2-Fluorobenzotrifluoride Chemical Properties

Melting point:

-49°C

Boiling point:

114-115 °C750 mm Hg(lit.)

Density 

1.293 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.406(lit.)

Flash point:

64 °F

storage temp. 

Sealed in dry,2-8°C

form 

clear liquid

Specific Gravity

1.31

color 

Colorless to Light yellow to Light orange

BRN 

2046638

InChI

InChI=1S/C7H4F4/c8-6-4-2-1-3-5(6)7(9,10)11/h1-4H

InChIKey

BGVGHYOIWIALFF-UHFFFAOYSA-N

SMILES

C1(F)=CC=CC=C1C(F)(F)F

CAS DataBase Reference

392-85-8(CAS DataBase Reference)

NIST Chemistry Reference

Benzene, 1-fluoro-2-(trifluoromethyl)-(392-85-8)

EPA Substance Registry System

Benzene, 1-fluoro-2-(trifluoromethyl)- (392-85-8)

Safety Information

Hazard Codes 

F,Xi

Risk Statements 

11-36/37/38

Safety Statements 

16-26-33-24/25-7/9

RIDADR 

UN 1993 3/PG 2

WGK Germany 

3

Hazard Note 

Flammable/Irritant

TSCA 

T

HazardClass 

3

PackingGroup 

II

HS Code 

29039990

MSDS

• Language:English Provider:2-Fluorobenzotrifluoride
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2-Fluorobenzotrifluoride Usage And Synthesis

Chemical Properties

clear colorless liquid

Uses

2-Fluorobenzotrifluoride was used in the synthesis of 2,2′-bis(trifluoromethylphenoxy)biphenyl via nucleophilic aromatic substitution reaction with 2,2′-biphenol.

Synthesis

General procedure: In a FEP or PFA reactor equipped with a PTFE-lined magnetic stirring bar and connected to a gas scrubber bottle, substituted benzene (0.95-1.10 mmol), 1,1,1,3,3-pentafluorobutane (2 ml per ml C6H5R), and BF3-Et2O (1.3-1.5 mmol per mmol C6H5R) were added. The mixture was stirred at 0-5 °C (ice bath) for 10-15 min, followed by batchwise addition of XeF2 (1.2-1.3 mmol per mmol C6H5R). After each addition, the mixture was stirred at 22-25 °C for 3-5 min and cooled again. After the addition was completed, the dark solution was continued to be stirred at 22-25 °C for 15-30 min. Subsequently, 10% aqueous KHCO3 solution was added and the upper organic layer was separated and filtered through a short column equipped with silica gel (40-60 μm) and finally dried with magnesium sulfate. The solution was analyzed by 19F NMR and GC/MS. The major products are listed in the table and other products are as follows (GC/MS data).

References

[1] Russian Journal of Organic Chemistry, 2016, vol. 52, # 10, p. 1400 - 1407
[2] Zh. Org. Khim., 2016, vol. 52, # 10, p. 1412 - 1419,8

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