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3,5-Bis(trifluoromethyl)phenol

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3,5-Bis(trifluoromethyl)phenol Basic information

Product Name:
3,5-Bis(trifluoromethyl)phenol
Synonyms:
  • MBT-OH
  • 3,5-DI(TRIFLUOROMETHYL)PHENOL
  • 3,5-BIS(TRIFLUOROMETHYL)PHENOL
  • TIMTEC-BB SBB006599
  • Phenol, 3,5-bis(trifluoromethyl)-
  • alpha,alpha,alpha,alpha',alpha',alpha'-hexafluoro-3,5-xylenol
  • 3,5-Bis(trifluoromethyl)phenol 98%
  • 3,5-Bis(trifluoromethyl)phenol98%
CAS:
349-58-6
MF:
C8H4F6O
MW:
230.11
EINECS:
206-488-3
Product Categories:
  • Building Blocks
  • C6 to C8
  • Chemical Synthesis
  • Organic Building Blocks
  • Oxygen Compounds
  • Aromatic Phenols
  • Organic Building Blocks
  • Oxygen Compounds
  • Phenols
  • Fluorides
Mol File:
349-58-6.mol
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3,5-Bis(trifluoromethyl)phenol Chemical Properties

Melting point:
20-21 °C(lit.)
Boiling point:
97 °C50 mm Hg(lit.)
Density 
1.511 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.415(lit.)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
7.96±0.10(Predicted)
form 
clear liquid
color 
Colorless to Light yellow to Light orange
Specific Gravity
1.511
BRN 
2123670
CAS DataBase Reference
349-58-6(CAS DataBase Reference)
NIST Chemistry Reference
3,5-Xylenol, aplha,aplha,aplha,aplha',aplha',aplha'-hexafluoro-(349-58-6)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29081990

MSDS

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3,5-Bis(trifluoromethyl)phenol Usage And Synthesis

Chemical Properties

CLEAR SLIGHTLY BROWN LIQUID

Uses

3,5-Bis(trifluoromethyl)phenol (BTMP) has been used as hydrogen donor in synergistic extraction of aluminium (III) and gallium (III) with 2,4-pentanedione in heptane.

Synthesis

328-73-4

349-58-6

General procedure for the synthesis of 3,5-bis(trifluoromethyl)iodobenzene from 3,5-bis(trifluoromethyl)iodobenzene: In a test tube equipped with a magnetic stirrer, 3,5-bis(trifluoromethyl)iodobenzene (1.0 mmol), CuCl2 (13.4 mg, 0.1 mmol), KOH (336 mg, 6.0 mmol), ethylene glycol (12 μL, 0.2 mmol), and DMSO/H2O mixed solvent (1.0 mL/0.5 mL). The system was replaced by argon gas and then placed in an oil bath preheated to 120 °C with stirring for 24 hours. After completion of the reaction, it was cooled to room temperature and the reaction mixture was extracted by partitioning with 5% HCl aqueous solution and ethyl acetate. The organic phase was washed sequentially with water and saturated saline, dried over anhydrous MgSO4 and concentrated under reduced pressure to remove the solvent. The crude product was further purified by column chromatography (eluent: EtOAc/hexane) to afford the target product 3,5-bis(trifluoromethyl)phenol.

References

[1] Bulletin of the Korean Chemical Society, 2015, vol. 36, # 12, p. 2833 - 2840

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