3,5-BIS(TRIFLUOROMETHYL)ANISOLE Chemical Properties

Boiling point:

158-160°C

Density 

1.352

refractive index 

1.4075

Flash point:

158-160°C

storage temp. 

2-8°C

Appearance

Colorless to light yellow Liquid

BRN 

2533238

CAS DataBase Reference

349-60-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

F

Risk Statements 

10

Safety Statements 

16

RIDADR 

3271

Hazard Note 

Flammable

HazardClass 

3

PackingGroup 

III

HS Code 

2909309090

MSDS

• Language:English Provider:ALFA

3,5-BIS(TRIFLUOROMETHYL)ANISOLE Usage And Synthesis

Synthesis

The general procedure for the synthesis of 3,5-bis(trifluoromethyl)anisole from 3,5-bis(trifluoromethyl)bromobenzene and sodium methanol was as follows: 25 g of 1-bromo-3,5-bis(trifluoromethyl)benzene (85 mmol) was mixed with 366 mg of copper(I) bromide (CuBr, 3 mol%), 1.57 g of 18-crown-6 (7 mol%), and 92.3 g of sodium methanol in methanol ( 30% concentration, 21% precursor concentration) were mixed and heated to 105 °C. The reaction conversion was >97% as determined by GC (total reaction time 22 h). Subsequently, the reaction mixture was poured into 175 g of water and the pH was adjusted to 5-6 by dropwise addition of hydrochloric acid and then filtered through diatomaceous earth. The aqueous phase was extracted twice with 150 g of dichloromethane. The organic phases were combined and purified by vacuum fractional distillation to afford 16.5 g of 3,5-bis(trifluoromethyl)anisole (68 mmol, 79.4% yield) with a GC purity of >98.5%.

References

[1] Patent: US2008/71084, 2008, A1. Location in patent: Page/Page column 4

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