4-Methylanisole Property

Melting point:

-32°C

Boiling point:

174 °C(lit.)

Density 

0.969 g/mL at 25 °C(lit.)

vapor pressure 

5.25 mm Hg ( 50 °C)

refractive index 

n20/D 1.511(lit.)

FEMA 

2681 | P-METHYLANISOLE

Flash point:

128 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Soluble), Ethyl Acetate (Slightly)

form 

Liquid

color 

Clear colorless to slightly yellow

Odor

at 1.00 % in dipropylene glycol. naphthyl cresol ylang powdery nutty

Odor Type

naphthyl

Odor Threshold

0.0012ppm

explosive limit

1.1-8.3%(V)

Water Solubility 

slightly soluble

λmax

279nm(MeOH)(lit.)

JECFA Number

1243

BRN 

1237336

Dielectric constant

4.0300000000000002

Stability:

Stable. Incompatible with strong oxidizing agents. Combustible.

LogP

2.74-2.8 at 25-35℃

CAS DataBase Reference

104-93-8(CAS DataBase Reference)

NIST Chemistry Reference

Benzene, 1-methoxy-4-methyl-(104-93-8)

EPA Substance Registry System

p-Methylanisole (104-93-8)

Safety

Hazard Codes 

Xn

Risk Statements 

22-38-10-52/53-63

Safety Statements 

36/37-16-61

RIDADR 

UN 1993 3/PG 3

WGK Germany 

1

RTECS 

BZ8780000

TSCA 

Yes

HazardClass 

3

PackingGroup 

III

HS Code 

29093090

Hazardous Substances Data

104-93-8(Hazardous Substances Data)

Toxicity

The acute oral LD₅₀ in rats was reported as 1.92 (1.51-2.45) g/kg (Hart, 1971). The acute dermal LD₅₀ in rabbits was reported as > 5 g/kg (Hart, 1971).

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H226Flammable liquid and vapour

H302Harmful if swallowed

H315Causes skin irritation

H361Suspected of damaging fertility or the unborn child

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

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

P273Avoid release to the environment.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

P308+P313IF exposed or concerned: Get medical advice/attention.

4-Methylanisole Chemical Properties,Usage,Production

Description

p-Methylanisole has a pungent odor suggestive of ylang-ylang. May be prepared by methylation of p-cresol.

Chemical Properties

p-Methylanisole has a pungent odor suggestive of ylang-ylang.

Chemical Properties

colourless liquid

Occurrence

Reported found in the oils of ylang-ylang, cananga and flowers of Mimusops elengi L. Also reported found in tomato, blue and Camembert cheese, starfruit, buckwheat, rooibus tea (Aspalathus linearis) and tapereba (Spondias lutea).

Uses

4-Methylanisole was used to prepare 5-methoxy-1,8-dimethyltetralin. It was also used as the solubilizate molecule to study the site of incorporation of solubilizates in sodium dodecyl sulfate (SDS) micellar systems.

Uses

4-Methylanisole may be used as an analytical standard for the determination of the analyte in Malus taxa flowers, coffee brews, aqueous matrices, food products, and Ficus semicordata by various chromatography techniques.

Uses

Perfumery, flavoring.

Preparation

By methylation of p-cresol.

Definition

ChEBI: 1-Methoxy-4-methylbenzene is a member of methoxybenzenes.

Aroma threshold values

Detection: 200 ppb

Taste threshold values

Taste characteristics at 20 ppm: naphthyl, phenolic, camphoraceous, cooling and woody.

Synthesis Reference(s)

Journal of the American Chemical Society, 113, p. 8516, 1991 DOI: 10.1021/ja00022a046
Tetrahedron Letters, 32, p. 2759, 1991 DOI: 10.1016/0040-4039(91)85078-J
The Journal of Organic Chemistry, 59, p. 4687, 1994 DOI: 10.1021/jo00095a054

General Description

4-Methylanisole is an odorant benzenoid belonging to the group of volatile organic compounds (VOCs). It can contribute to the floral scent of the plants. 4-Methylanisole is typically a lignin-derived bio-oil that is also a major ingredient of certain food products.

Safety Profile

Moderately toxic by ingestion. A skin irritant. Flammable liquid when exposed to heat, sparks, or flame. When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

Dissolve 4-methyl anisole in diethyl ether, wash it with M NaOH, water, dry (Na2CO3), evaporate and distil it under vacuum. The picrate has m 103o (from aqueous EtOH). [Beilstein 6 IV 2098.]