3,5-Bis(trifluoromethyl)bromobenzene Chemical Properties

Melting point:

−16 °C(lit.)

Boiling point:

154 °C(lit.)

Density 

1.699 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.427(lit.)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Sparingly)

form 

Liquid

Specific Gravity

1.699

color 

Clear colorless to slightly yellow

Water Solubility 

Immiscible with water.

BRN 

2123669

InChIKey

CSVCVIHEBDJTCJ-UHFFFAOYSA-N

CAS DataBase Reference

328-70-1(CAS DataBase Reference)

NIST Chemistry Reference

3,5-Bis(trifluoromethyl)bromobenzene(328-70-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

37/39-26-36-24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29036990

MSDS

• Language:English Provider:3,5-Bis(trifluoromethyl)bromobenzene
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3,5-Bis(trifluoromethyl)bromobenzene Usage And Synthesis

Chemical Properties

clear colourless to slightly yellow liquid

Uses

1,3-Bis(trifluoromethyl)-5-bromobenzene is used to prepare the tetrakis[3,5-bis(trifluoromethyl)phenyl]borate ion, which acts as a stabilizing counterion for electrophilic organic and organometallic cations.

Synthesis Reference(s)

The Journal of Organic Chemistry, 68, p. 3695, 2003 DOI: 10.1021/jo026903n

Synthesis

Example 1: 1,3-bis(trifluoromethyl)benzene (1 kg) was slowly added to concentrated sulfuric acid (4 kg) while stirring the reaction mixture. The mixture was cooled to 5°C and 1,3-dibromo-5,5-dimethylglycolide (DBDMH, 668g) was added in batches over a period of 4 hours while maintaining the temperature between 0°C and 10°C. After completion of the reaction, the mixture was allowed to stand and layered to separate the organic phase. The organic phase was washed sequentially with water and dilute sodium bisulfite solution to remove residual acid and oxidants. Finally, the organic phase was purified by fractional distillation to afford 3,5-bis(trifluoromethyl)bromobenzene (1100 g, 99% purity, 80% yield).

References

[1] Journal of Organic Chemistry, 2003, vol. 68, # 9, p. 3695 - 3698
[2] Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 1.2, p. 108 - 112
[3] Zhurnal Organicheskoi Khimii, 1991, vol. 27, # 1, p. 125 - 129
[4] Tetrahedron Letters, 1998, vol. 39, # 52, p. 9621 - 9622
[5] Synlett, 1999, # 8, p. 1245 - 1246

3,5-Bis(trifluoromethyl)bromobenzene(328-70-1)Related Product Information

• 4-Bromobenzotrifluoride
• Xylene
• Trifluoromethanesulfonic acid
• 2-Bromofluorobenzene
• 2-Methylbenzotrifluoride
• 4-Bromofluorobenzene
• 2-(Trifluoromethyl)benzoic acid
• 3-Bromobenzotrifluoride
• Bromobenzene
• 3-Aminobenzotrifluoride
• 3-(Trifluoromethyl)benzaldehyde
• 3,5-Bis(trifluoromethyl)benzoic acid
• 2-Amino-5-bromobenzotrifluoride
• 3,5-Bis(trifluoromethyl)benzoyl chloride
• Benzene
• 3-METHYLBENZOTRIFLUORIDE
• 1,1-Difluoroethane
• Bromine