2,6-Dimethylphenol Property

Melting point:

43-45 °C(lit.)

Boiling point:

203 °C(lit.)

Density 

1.15

vapor pressure 

0.2 hPa (20 °C)

FEMA 

3249 | 2,6-XYLENOL

refractive index 

1.5371

Flash point:

173 °F

storage temp. 

Store below +30°C.

solubility 

8g/l

pka

pK1:10.59 (25°C)

form 

Low Melting Solid

color 

Colorless to yellow-brownish

PH

6-7 (8g/l, H2O, 20℃)

Odor

at 0.10 % in propylene glycol. sweet medicinal phenolic rooty coffee

Odor Type

medicinal

explosive limit

1.4%(V)

Water Solubility 

10 g/L (20 ºC)

Merck 

14,10082

JECFA Number

707

BRN 

1446677

Exposure limits

ACGIH: TWA 1 ppm

Stability:

Stable. Very flammable. Incompatible with oxidizing agents, acid chlorides, acid anhydrides, steel, copper, copper alloys, bases, acid chlorides.

InChIKey

NXXYKOUNUYWIHA-UHFFFAOYSA-N

LogP

2.3 at 20℃

CAS DataBase Reference

576-26-1(CAS DataBase Reference)

NIST Chemistry Reference

Phenol, 2,6-dimethyl-(576-26-1)

EPA Substance Registry System

2,6-Dimethylphenol (576-26-1)

Safety

Hazard Codes 

T,N

Risk Statements 

24/25-34-51/53

Safety Statements 

26-36/37/39-45-61

RIDADR 

UN 2261 6.1/PG 2

WGK Germany 

2

RTECS 

ZE6125000

Autoignition Temperature

555 °C

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

II

HS Code 

29071400

Hazardous Substances Data

576-26-1(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 296 mg/kg LD50 dermal Rabbit 1000 mg/kg

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

H335May cause respiratory irritation

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

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.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

2,6-Dimethylphenol Chemical Properties,Usage,Production

Chemical Properties

colourless crystals or white powder. soluble in alcohol, ether, chloroform, benzene and alkali solution, slightly soluble in water.

Occurrence

Reported found in smoked fatty fish, boiled and cooked cured pork, rum, malt whiskey, Japanese whiskey, coffee, katsuobushi (dried bonito) and lamb’s lettuce (Valerianella locusta).

Uses

Similar to other xylenol compounds, 2,6-dimethylphenol is used in the synthesis of anti-oxidant compounds due to the phenol moiety in the structure. In addition, this compound is used as a a reactant in the synthesis of polyphenylene ether polymers.

Preparation

From coal tar oil or coal hydrogenation.
Synthesis of 2,6-dimethylphenol: The gas-phase catalytic reaction of phenol and methanol is carried out, and then purified by rectification, and the product purity can reach more than 99%.
Selective phenol methylation to 2,6-dimethylphenol in a fluidized bed of iron-chromium mixed oxide catalyst with o–cresol circulation
Catalytic synthesis of 2,6-dimethylphenol from methanol and cyclohexanone over titanium oxide-supported vanadium oxide catalysts

Application

2,6-dimethylphenol is generally applied in industry as a monomer in polymerization reaction. For the production of polyphenylene ether resins, polyester and polyether resins.

Definition

ChEBI: 2,6-Dimethylphenol is a hydroxytoluene.

Aroma threshold values

Detection: 400 ppb

General Description

2,6-dimethylphenol is a colorless to off-white crystalline solid with a sweet tarry odor. Odor threshold concentration: 0.4 mg/L . (NTP, 1992)

Air & Water Reactions

Insoluble in water

Reactivity Profile

2,6-Dimethylphenol is incompatible with bases, acid chlorides, acid anhydrides, and oxidizing agents. Corrodes steel, brass, copper, and copper alloys.

Fire Hazard

2,6-Dimethylphenol is combustible.

Flammability and Explosibility

Non flammable

Purification Methods

Fractionally distil 2,6-xylenol under nitrogen, crystallise it from *benzene or hexane, and sublime it at 38o/10mm. [Beilstein 6 IV 3122.]