2-Methylanisole Property

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℃

FEMA 

2680 | O-METHYLANISOLE

refractive index 

n20/D 1.516(lit.)

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

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H226Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

2-Methylanisole Chemical Properties,Usage,Production

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