2,3,5-TRIMETHYLANISOLE Chemical Properties

Boiling point:

213-216 °C

Density 

0.97

refractive index 

1.518-1.52

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform, Dichloromethane, Tetrahydrofuran

form 

Oil

color 

Colourless

LogP

3.510 (est)

CAS DataBase Reference

20469-61-8(CAS DataBase Reference)

Safety Information

Safety Statements 

24/25

Hazard Note 

Irritant

HS Code 

29093090

MSDS

• Language:English Provider:ACROS

2,3,5-TRIMETHYLANISOLE Usage And Synthesis

Chemical Properties

Colourless Oil

Uses

1-Methoxy-2,3,5-trimethylbenzene (cas# 20469-61-8) is a compound useful in organic synthesis.

Synthesis

General procedure: Alkylation reaction of 2,3,5-trimethylphenol using dimethyl carbonate. The specific operation was as follows: 3 mmol of Mn2(CO)10, W(CO)6 or Co2(CO)8 catalyst, 100 mmol of 2,3,5-trimethylphenol, and 300 mmol of dimethyl carbonate were sequentially added to a 17 mL stainless steel high-pressure micro reactor. After sealing the reactor, it was heated at 180°C for 1 hour. Upon completion of the reaction, the reactor was cooled to room temperature and opened, and the reaction mixture was filtered through an alumina layer. Subsequently, the unreacted dimethyl carbonate was removed by distillation, and the residue was distilled under atmospheric or reduced pressure conditions or recrystallized using ethanol to give 1-methoxy-2,3,5-trimethylbenzene. The compound was obtained in 99% yield with a boiling point of 84.5-85 °C (7 mmHg).13C NMR data were as follows (δC, ppm): 11.60, 20.03, 21.38 (CH3); 110.52 (C6), 119.95 (C2), 124.92 (C4), 137.32 (C3), 137.54 (C5). 157.43 (C1). Elemental analysis results: measured value (%): C 79.87; H 9.35. Calculated value (%) for molecular formula C10H14O: C 79.96; H 9.39.

References

[1] Russian Journal of Organic Chemistry, 2015, vol. 51, # 3, p. 330 - 334
[2] Methylation of Phenol and Its Derivatives with Dimethyl Carbonate in the Presence of Mn2(CO)10, W(CO)6, and Co2(CO)8, 2015, vol. 51, # 3, p. 330 - 334,5

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