2,3,6-Trimethylphenol Chemical Properties

Melting point:

59-62 °C(lit.)

Boiling point:

215°C

Density 

0.940

refractive index 

1.5115 (estimate)

FEMA 

3963 | 2,3,6-TRIMETHYLPHENOL

Flash point:

100

storage temp. 

Inert atmosphere,Room Temperature

solubility 

methanol: 0.1 g/mL, clear

pka

10.77±0.15(Predicted)

form 

powder to crystal

color 

White to Orange to Green

Odor

char. antiseptic odor

Water Solubility 

1.42g/L at 25℃

JECFA Number

737

InChIKey

QQOMQLYQAXGHSU-UHFFFAOYSA-N

LogP

2.80

CAS DataBase Reference

2416-94-6(CAS DataBase Reference)

NIST Chemistry Reference

Phenol, 2,3,6-trimethyl-(2416-94-6)

EPA Substance Registry System

2,3,6-Trimethylphenol (2416-94-6)

Safety Information

Hazard Codes 

C,Xi

Risk Statements 

37/38-41-36/37/38-34-43-38

Safety Statements 

26-39-24/25-45-36/37/39-36/37

RIDADR 

UN 2430 8/PG 3

WGK Germany 

1

TSCA 

Yes

HS Code 

2907.19.2000

HazardClass 

8

PackingGroup 

III

Hazardous Substances Data

2416-94-6(Hazardous Substances Data)

MSDS

• Language:English Provider:2,3,6-Trimethylphenol
• Language:English Provider:SigmaAldrich

2,3,6-Trimethylphenol Usage And Synthesis

Chemical Properties

White or light yellow solid

Uses

2,3,6-Trimethylphenol is used as intermediate for synthetic vitamin E. It is used for manufacturing 2, 3, 5-Trimethylhydroquinone. It is used as intermediate for antioxidants and plastics. It is used as a comonomer for the modification of polyphenylene oxide resins.

Definition

ChEBI: 2,3,6-Trimethylphenol is a hydroxytoluene.

Production Methods

2,3,6-Trimethylphenol is produced selectively by gas phase methylation of m-cresol with methanol at 300–460 ℃ under normal pressure on ortho-selective metal oxide catalysts, as used for the selective methylation of phenol. The reaction occurs in multitube reactors with a fixed catalyst. The reaction temperature to be maintained depends on the catalyst used in each case. Iron oxide catalysts modified with oxides of other metals (e.g., Zn, Cr and Sn, or Mg and Si) are particularly suitable for the process.

Aroma threshold values

Aroma characteristics at 1.0%: sharp smoky phenolic, latakia tobaccolike, tarlike, spicy eugenol and slightly cooling.

Taste threshold values

Taste characteristics at 5 ppm: phenolic, tobaccolike, tarry, medicinal with burnt and woody nuances.

Synthesis Reference(s)

The Journal of Organic Chemistry, 37, p. 2340, 1972 DOI: 10.1021/jo00979a029

Flammability and Explosibility

Non flammable

2,3,6-Trimethylphenol(2416-94-6)Related Product Information

• BORON TRIFLUORIDE-PHENOL COMPLEX (1:2)
• 3-Trifluoromethylphenol
• 4-Trifluoromethylphenol
• m-Cresol
• p-Cresol
• 2,6-Dimethylphenol
• Xylenol
• o-Cresol
• PICRIC ACID
• 2,3,5-TRIMETHYLPHENOL,2,3,5-Trimethylphenol/TMP/Isopseudocumenol,2,3,5-TRIMETHYLPHENOL PESTANAL, 250 MG,2,3,5-Trimethylphenol, 98+%
• ATRANORIN
• β-Tocopherol
• 2-HYDROXY-3-ISOPROPYL-6-METHYLBENZOIC ACID
• Trimethylhydroquinone
• Mycophenolic acid
• FUMARPROTOCETRARIC ACID
• 2,3,5,6-TETRAMETHYL PHENOL
• Trolox