2-Methylanisole Chemical Properties

Melting point:

-34.1°C

Boiling point:

170-172 °C (lit.)

Density 

0.985 g/mL at 25 °C (lit.)

vapor pressure 

2hPa at 25℃

refractive index 

n20/D 1.516(lit.)

FEMA 

2680 | O-METHYLANISOLE

Flash point:

125 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform, Ethyl Acetate (Slightly)

form 

Liquid

Specific Gravity

0.985

color 

Clear colorless to light yellow

Odor

at 1.00 % in dipropylene glycol. sweet nutty floral earthy walnut

Odor Type

naphthyl

Odor Threshold

0.0029ppm

Water Solubility 

immiscible

JECFA Number

1242

BRN 

1857415

Dielectric constant

3.5699999999999998

LogP

3 at 25℃

CAS DataBase Reference

578-58-5(CAS DataBase Reference)

NIST Chemistry Reference

Benzene, 1-methoxy-2-methyl-(578-58-5)

EPA Substance Registry System

Benzene, 1-methoxy-2-methyl- (578-58-5)

Safety Information

Hazard Codes 

F

Risk Statements 

10

Safety Statements 

16

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

Hazard Note 

Flammable

TSCA 

Yes

HazardClass 

3

PackingGroup 

III

HS Code 

29093090

MSDS

• Language:English Provider:1-Methoxy-2-methylbenzene
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Methylanisole Usage And Synthesis

Chemical Properties

o-Methylanisole has a pungent, warm, floral odor with earthy, walnut undertones. It has a sweet, fruity, nut-like flavor at low levels.

Physical properties

clear colorless to light yellow liquid. soluble in alcohol and ether, insoluble in water.

Occurrence

Reported found in starfruit, mastic gum oil and rooibus tea (Aspalathus linearis).

Uses

The catalytic system of disubstituted aromatics was optimized for the 2-methylanisole reduction by a proper choice of the amine/Rh ratio which should be high enough to stabilize very small colloidal rhodium particles and low enough to avoid deactivation. The total synthesis of (±)-heliannuol D and its epimer has been completed in 9 steps and 12% overall yield from 2-methylanisole. The thermal activation of 2-methylanisole (60°C) by the Ir (III) complex TpMe2Ir (C6H5) 2 (N2)(1; TpMe2= hydrotris (3, 5-dimethylpyrazolyl) borate) yielded a mixture of hydride complexes. The total synthesis of the phenolic sesquiterpene mutisianthol has been accomplished in 12 steps from the readily available 2-methylanisole. The catalytic system was optimized for the 2-methylanisole reduction by a proper choice of the amine/Rh ratio which should be high enough to stabilize very small colloidal rhodium particles and low enough to avoid deactivation.

Definition

ChEBI: 2-methylanisole is a monomethoxybenzene that is o-cresol in which phenolic hydroxy group has been converted to the corresponding methyl ether. A 'green' solvent (b.p. 171°C) and food flavour ingredient, it is found in mastic oils, virgin olive oils and frankincense. It has a role as a polar aprotic solvent and a flavouring agent. It is a monomethoxybenzene, a volatile organic compound and a member of toluenes. It derives from an o-cresol.

Preparation

2-Methylanisole is synthesized by methylation of o-cresol using dimethylsulfate in caustic soda at 40°C.
synthesis of 2-methylanisole: Make sodium hydroxide into a 20% solution, stir and mix with o-cresol, cool to below 10°C, and slowly add dimethyl sulfate dropwise. After the addition was completed, the temperature was raised to 40 °C for 20 min, and then reacted with 100 °C for 12 h. Then the reactant was washed with water until neutral, water was removed, distilled, and the fraction at 171°C was collected to obtain the finished product of 2-methylanisole.

Aroma threshold values

Detection: 600 ppb. Aroma characteristics at 1.0%: naphthyl, camphoreous, phenolic and woody with a salicylate nuance.

Taste threshold values

Taste characteristics at 5.0 ppm: camphoreous, earthy, woody and alicylate with minty, spicy nuances.

General Description

2-Methylanisole is found in mastic oils, virgin olive oils and frankincense. It is a monomethoxybenzene and acts as an intermediate for the preparation of compounds with methylhydroquinone core.

Flammability and Explosibility

Flammable

2-Methylanisole(578-58-5)Related Product Information

• o-Xylene
• Carboxymethyl cellulose
• Sodium carboxymethyl cellulose
• Anisole
• o-Toluidine
• Guaiacol
• 2-Nitrotoluene
• Tiglic aldehyde
• o-Toluoyl chloride
• 4-Methoxyphenol
• o-Toluic acid
• 2-Methylbenzotrifluoride
• 2-(Trifluoromethyl)benzaldehyde
• o-Cresol
• 2-Methylbenzyl chloride
• 2-Methyl-3-nitroanisole
• N,N-Dimethylformamide
• o-Anisaldehyde