p-Trifluoromethoxy phenol Chemical Properties

Melting point:

17-18°C

Boiling point:

92 °C25 mm Hg(lit.)

Density 

1.375 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.447(lit.)

Flash point:

187 °F

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Chloroform, Methanol

form 

Liquid

pka

9.30±0.13(Predicted)

Specific Gravity

1.375

color 

Clear brown

BRN 

1945934

InChIKey

NWVVVBRKAWDGAB-UHFFFAOYSA-N

CAS DataBase Reference

828-27-3(CAS DataBase Reference)

NIST Chemistry Reference

Phenol, 4-(trifluoromethoxy)-(828-27-3)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-27-36/37/39

RIDADR 

2927

WGK Germany 

2

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

III

HS Code 

29095090

MSDS

• Language:English Provider:p-Trifluoromethoxy phenol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

p-Trifluoromethoxy phenol Usage And Synthesis

Uses

4-(Trifluoromethoxy)phenol is used as a reactant in the preparation of 1-aryloxyethyl piperazine derivatives as Kv1.5 potassium channel inhibitors.

Chemical Properties

clear brown liquid

Uses

4-(Trifluoromethoxy)phenol is used as a reactant in the preparation of 1-aryloxyethyl piperazine derivatives as Kv1.5 potassium channel inhibitors.

Uses

4-(Trifluoromethoxy)phenol was employed in the catalytic enantioselective synthesis of esters.

Uses

Intermediates of Liquid Crystals

Synthesis Reference(s)

Journal of Medicinal Chemistry, 25, p. 1097, 1982 DOI: 10.1021/jm00351a018

Synthesis

General procedure for the synthesis of 4-trifluoromethoxyphenol from 4-trifluoromethoxyphenylboronic acid: In an atypical method, a flask containing 4-trifluoromethoxyphenylboronic acid (100 mg, 0.82 mmol) was taken to which 10 mol% of iron(III) oxide photocatalyst (13.1 mg) and tetrahydrofuran (2 ml) were added. The reaction mixture was stirred in a normal open flask under diffuse sunlight until complete consumption of the feedstock was shown by thin layer chromatography (TLC) detection. Upon completion of the reaction, the reaction was quenched with water and filtered to remove the catalyst. The filtrate was concentrated under vacuum. The crude product was purified by column chromatography on silica gel (100-200 mesh) with an eluent of 15:1 ethyl acetate/hexane, resulting in 73.2 mg (95% yield) of pure crystalline 4-trifluoromethoxyphenol.

References

[1] Tetrahedron Letters, 2014, vol. 55, # 4, p. 811 - 814
[2] Tetrahedron Letters, 2015, vol. 55, # 4, p. 811 - 814
[3] Synthesis (Germany), 2014, vol. 46, # 3, p. 295 - 300

p-Trifluoromethoxy phenol(828-27-3)Related Product Information

• Nonylphenol
• 4-(Trifluoromethoxy)aniline
• p-(2-Methoxyethyl) phenol
• 4-Aminophenol
• 4-(Trifluoromethoxy)benzaldehyde
• 3-(METHOXYMETHOXY)BENZALDEHYDE
• 4'-Methoxyacetophenone
• 4-Methoxybenzoic acid
• (Trifluoromethoxy)benzene
• Phenol
• Phenol Red
• 4-(Trifluoromethylthio)phenol
• 2-Fluorophenol
• Guaiacol
• 4'-(Trifluoromethoxy)acetophenone
• 4-Fluorophenol
• Anisole
• 4-(Trifluoromethoxy)chlorobenzene