2,3,5-trimethyl- p -benzoquinone

Structural formula
General
Surname	2,3,5-trimethyl- p -benzoquinone
other names	2,3,5-trimethyl-1,4-benzoquinone ( IUPAC ) ; 2,3,5-trimethyl-2,5-cyclohexadiene-1,4-dione; Trimethylquinone;
Molecular formula	C 9 H 10 O 2
Brief description	yellowish to reddish solid
External identifiers / databases
EC number	213-309-2
ECHA InfoCard	100.012.099
PubChem	70291
ChemSpider	63474
Wikidata	Q27285228
properties
Molar mass	150.18 g mol −1
Physical state	firmly
density	1.08 g cm −3
Melting point	32 ° C
boiling point	215.3 ° C
Vapor pressure	2.5 hPa (20 ° C)
solubility	sparingly soluble in water (2114 mg l −1 at 25 ° C); soluble in acetone ;
safety instructions
H and P phrases	H: 301-310-314-317-410
	P: 270-264-280-301 + 310 + 330-302 + 352 + 312-361 + 364-305 + 351 + 338-337 + 313
Toxicological data	200 mg kg −1 ( LD 50 , rat , oral ) ; > 200 mg kg −1 ( LD 50 , rabbit / mouse , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2,3,5-Trimethyl- p -benzoquinone is a chemical compound from the group of ketones . It is an alkyl-substituted 1,4-benzoquinone .

Extraction and presentation

2,3,5-Trimethyl- p -benzoquinone can be obtained by oxidizing 2,3,5-trimethylphenol with Fremy's salt .

properties

2,3,5-Trimethyl- p -benzoquinone is a yellowish to reddish solid that is sparingly soluble in water.

use

2,3,5-Trimethyl- p -benzoquinone is an important intermediate for the production of trimethylhydroquinone , an essential intermediate for the synthesis of α-tocopherol (vitamin E).

Individual evidence

↑ ^a ^b ^c ^d Entry on 2,3,5-Trimethylcyclohexa-2,5-diene-1,4-dione> 98.0% at TCI Europe, accessed on January 19, 2020.
↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 2,3,5-trimethyl-p-benzoquinone in the GESTIS substance database of the IFA , accessed on January 19, 2020(JavaScript required) .
^ Emil Fürer: About the conversion of vitamin E in the animal body . Juris-Verlag, 1963, OCLC 1070921882 , p. 45 ( limited preview in Google Book search).
↑ ^a ^b Google Patents: EP0387820A2 - Process for the preparation of 2,3,5-trimethyl-p-benzoquinone - Google Patents , accessed on January 19, 2020

[TCI-1] Entry on 2,3,5-Trimethylcyclohexa-2,5-diene-1,4-dione> 98.0% at TCI Europe, accessed on January 19, 2020.

[GESTIS-2] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 2,3,5-trimethyl-p-benzoquinone in the GESTIS substance database of the IFA , accessed on January 19, 2020(JavaScript required) .

[Emil_Fürer-3] Emil Fürer: About the conversion of vitamin E in the animal body . Juris-Verlag, 1963, OCLC 1070921882 , p. 45 ( limited preview in Google Book search).

[google.com-4] Google Patents: EP0387820A2 - Process for the preparation of 2,3,5-trimethyl-p-benzoquinone - Google Patents , accessed on January 19, 2020