2,3,6-trimethylphenol

Structural formula
General
Surname	2,3,6-trimethylphenol
other names	3-hydroxypseudocumen
Molecular formula	C 9 H 12 O
Brief description	White to yellowish solid smelling of phenol
External identifiers / databases
EC number	219-330-3
ECHA InfoCard	100.017.574
PubChem	17016
ChemSpider	16119
Wikidata	Q27236151
properties
Molar mass	136.19 g mol −1
Physical state	firmly
density	1.1 g cm −3
Melting point	60-62 ° C
boiling point	226 ° C
solubility	sparingly soluble in water (1.42 g l −1 at 25 ° C); soluble in methanol ; soluble in ethanol ;
safety instructions
GHS labeling of hazardous substances danger
H and P phrases	H: 315-317-318
	P: 260-303 + 361 + 353-305 + 351 + 338-301 + 330 + 331-405-501
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2,3,6-Trimethylphenol is a chemical compound from the group of phenols .

Occurrence

2,3,6-Trimethylphenol has been detected in coffee .

Extraction and presentation

2,3,6-Trimethylphenol can be obtained by gas-phase methylation of m- cresol with methanol at 300-460 ° C under normal pressure over orthoselective catalysts or by methylation of 2,6-xylenol on γ-aluminum oxide .

properties

2,3,6-Trimethylphenol is a flammable, hardly flammable, crystalline, white to yellowish solid with a phenol smell, which is sparingly soluble in water.

use

2,3,6-Trimethylphenol is used as an intermediate for synthetic vitamin E and for the production of 2,3,5-trimethylhydroquinone . It is also used as an intermediate for antioxidants and plastics and as a comonomer for the modification of polyphenylene oxide resins . It is also used as a flavoring agent.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on 2,3,6-trimethylphenol in the GESTIS substance database of the IFA , accessed on January 30, 2019(JavaScript required) .
↑ ^a ^b ^c data sheet 2,3,6-trimethylphenol, 95% from AlfaAesar, accessed on January 30, 2019 ( PDF )(JavaScript required) .
↑ ^a ^b ^c George A. Burdock: Fenaroli's Handbook of Flavor Ingredients . CRC Press, 2016, ISBN 978-1-4200-9086-4 , pp. 1954 ( limited preview in Google Book Search).
↑ Entry on 2,3,6-trimethylphenol in the Hazardous Substances Data Bank , accessed January 30, 2019.
↑ Google Patents: CA2147913A1 - Preparation of 2,3,6-trimethylphenol - Google Patents , accessed January 30, 2019.
↑ Document DE3406536C2: Process for the production of 2,3,6-trimethylphenol as well as cresols and dimethylphenols, which are free from m -methyl groups, from mixtures containing meta and para cresol - document DE3406536C2 , accessed on January 30, 2019.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on 2,3,6-trimethylphenol in the GESTIS substance database of the IFA , accessed on January 30, 2019(JavaScript required) .

[Alfa-2] ta sheet 2,3,6-trimethylphenol, 95% from AlfaAesar, accessed on January 30, 2019 ( PDF )(JavaScript required) .

[George_A._Burdock-3] George A. Burdock: Fenaroli's Handbook of Flavor Ingredients . CRC Press, 2016, ISBN 978-1-4200-9086-4 , pp. 1954 ( limited preview in Google Book Search).

[HSDB-4] Entry on 2,3,6-trimethylphenol in the Hazardous Substances Data Bank , accessed January 30, 2019.

[google.com-5] Google Patents: CA2147913A1 - Preparation of 2,3,6-trimethylphenol - Google Patents , accessed January 30, 2019.

[patent-de.com-6] Document DE3406536C2: Process for the production of 2,3,6-trimethylphenol as well as cresols and dimethylphenols, which are free from m -methyl groups, from mixtures containing meta and para cresol - document DE3406536C2 , accessed on January 30, 2019.