3-Fluorobenzotrifluoride Chemical Properties

Melting point:

-81.5°C

Boiling point:

101-102 °C(lit.)

Density 

1.302 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.4(lit.)

Flash point:

45 °F

storage temp. 

Sealed in dry,2-8°C

solubility 

Chloroform

form 

Oil

color 

Clear Colourless

Specific Gravity

1.302

BRN 

2045664

InChI

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

InChIKey

GBOWGKOVMBDPJF-UHFFFAOYSA-N

SMILES

C1(F)=CC=CC(C(F)(F)F)=C1

CAS DataBase Reference

401-80-9(CAS DataBase Reference)

NIST Chemistry Reference

1-Fluoro-3-(trifluoro-methyl)benzene(401-80-9)

Safety Information

Hazard Codes 

F,Xi

Risk Statements 

11-36/37/38

Safety Statements 

16-26-36-24/25-33-7/9

RIDADR 

UN 1993 3/PG 2

WGK Germany 

3

Hazard Note 

Flammable/Irritant

HazardClass 

3

PackingGroup 

II

HS Code 

29039990

MSDS

• Language:English Provider:1-Fluoro-3-(trifluoro-methyl)benzene
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-Fluorobenzotrifluoride Usage And Synthesis

Chemical Properties

Clear colourless to light yellow liquid

Uses

3-Fluorobenzotrifluoride is a fluorniated toluene used in photochemical reactions with aliphatic amines as well as in photocycloaddition reactions.

Uses

3-Fluorobenzotrifluoride was used:

• as fluorinated aromatic solvent to investigate electrogenerated chemiluminescence of 9,10-diphenylanthracene, rubrene and anthracene
• used to preparae 2-nitro-5-fluorobenzotrifluoride via nitration reaction

Synthesis

The general procedure for the synthesis of 3-fluorobenzotrifluoride (3-FBT) from m-aminobenzotrifluoride is as follows: in a three-necked round-bottomed flask equipped with a reflux condenser, thermocouples, and a stirring system, m-aminobenzotrifluoride is dissolved in o-dichlorobenzene or benzylnitrile and the reaction temperature is maintained at a temperature lower than 0 °C. Subsequently, 1.4-1.5 molar equivalents of BF3.Et2O or BF3.2H2O were slowly added. tert-butyl nitrite dissolved in the same solvent was added to the reaction mixture at ambient temperature. Next, the reaction medium was heated according to the temperature and time specified in Table (I). The reaction results were recorded in Table (I).

References

[1] Tetrahedron, 1996, vol. 52, # 1, p. 23 - 36
[2] Tetrahedron Letters, 2006, vol. 47, # 32, p. 5705 - 5708
[3] Patent: US2007/276168, 2007, A1. Location in patent: Page/Page column 8
[4] Journal de Chimie Physique et de Physico-Chimie Biologique, 1923, vol. 20, p. 60
[5] Chem. Zentralbl., 1923, vol. 94, # III, p. 918

3-Fluorobenzotrifluoride(401-80-9)Related Product Information

• Mesitylene
• Xylene
• 1,4-Bis(trifluoromethyl)-benzene
• 2-Methylbenzotrifluoride
• 1,2,4-Trimethylbenzene
• Tosufloxacin tosylate
• Benzotrifluoride
• 3,4-Dichlorobenzotrifluoride
• m-Xylene
• Thiophanate-methyl
• Benzene
• Methyl
• 2-FLUOROBENZOTRIFLUORIDE,O-FLUOROBENZOTRIFLUORIDE
• 2,4,6-Trinitrotoluene
• Methyl bromide
• 5-BROMO-2-FLUOROBENZOTRIFLUORIDE
• 2-FLUORO-4-(TRIFLUOROMETHYL)BENZOIC ACID
• 2-FLUORO-6-(TRIFLUOROMETHYL)BENZOIC ACID