Veratrol

Structural formula
General
Surname	Veratrol
other names	1,2-dimethoxybenzene; o -dimethoxybenzene; Catechol dimethyl ether; VERATROLE ( INCI ) ;
Molecular formula	C 8 H 10 O 2
Brief description	colorless liquid
External identifiers / databases
EC number	202-045-3
ECHA InfoCard	100.001.860
PubChem	7043
ChemSpider	13861009
Wikidata	Q131994
properties
Molar mass	138.17 g mol −1
Physical state	liquid
density	1.08 g cm −3 (20 ° C)
Melting point	22.5 ° C
boiling point	207 ° C
Vapor pressure	63 Pa (25 ° C)
solubility	poor in water (3.67 g l −1 at 25 ° C)
Refractive index	1.533 (20 ° C)
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 302
	P: no P-phrases
Toxicological data	700 mg kg −1 ( LD 50 , mouse , oral ) ; 890 mg kg −1 ( LD 50 , rat , oral ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Veratrol is an aromatic chemical compound that belongs to the group of dimethoxybenzenes or phenol ethers . The sweet smelling liquid is sparingly soluble in water (3.67 g / l at 25 ° C), but easily miscible with all organic solvents.

presentation

Veratrol can be prepared by double methylation of catechol ( 1,2-dihydroxybenzene ) using dimethyl sulfate .

Otherwise it is also produced by thermal decomposition ( decarboxylation ) of veratrum acid .

use

Veratrol is used as a starting or intermediate product for the synthesis of other aromatic compounds, for example in the preparation of 3,4-dimethoxyacetophenone by means of Friedel-Crafts acylation .

Namely as well as structurally, three further compounds are derived from veratr ol through the introduction of a carbon atom: veratr yl alcohol, veratr umaldehyd, veratr um acid. The representation of veratraldehyde by means of Vilsmeier formylation .

	-CH ₂ OH	–CHO	-COOH

Veratrol	Veratryl alcohol	Veratrum aldehyde	Veratric acid

Individual evidence

↑ Entry on VERATROLE in the CosIng database of the EU Commission, accessed on July 15, 2020.
↑ ^a ^b ^c ^d ^e data sheet 1,2-dimethoxybenzene from Sigma-Aldrich , accessed on April 25, 2011 ( PDF ).
↑ ^a ^b CRC Handbook of Tables for Organic Compound Identification , Third Edition, 1984, ISBN 0-8493-0303-6 .
↑ ^a ^b ^c ^d Entry on Veratrol in the ChemIDplus database of the United States National Library of Medicine (NLM) .
↑ ^a ^b Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases, 1982 , 26 (2), p. 54.
^ Association of authors: Organikum , 19th edition, Johann Ambrosius Barth, Leipzig · Berlin · Heidelberg 1993, ISBN 3-335-00343-8 , p. 209.
^ Association of authors: Organikum , 19th edition, Johann Ambrosius Barth, Leipzig · Berlin · Heidelberg 1993, ISBN 3-335-00343-8 , p. 341.
^ Association of authors: Organikum , 19th edition, Johann Ambrosius Barth, Leipzig · Berlin · Heidelberg 1993, ISBN 3-335-00343-8 , p. 345.

[CosIng-1] Entry on VERATROLE in the CosIng database of the EU Commission, accessed on July 15, 2020.

[Sigma-2] ↑ ^a ^b ^c ^d ^e data sheet 1,2-dimethoxybenzene from Sigma-Aldrich , accessed on April 25, 2011 ( PDF ).

[CRC-3] CRC Handbook of Tables for Organic Compound Identification , Third Edition, 1984, ISBN 0-8493-0303-6 .

[chemid-4] Entry on Veratrol in the ChemIDplus database of the United States National Library of Medicine (NLM) .

[Gigiena-5] Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases, 1982 , 26 (2), p. 54.

[ORGANIKUM_19_209-6] Association of authors: Organikum , 19th edition, Johann Ambrosius Barth, Leipzig · Berlin · Heidelberg 1993, ISBN 3-335-00343-8 , p. 209.

[ORGANIKUM_19_341-7] Association of authors: Organikum , 19th edition, Johann Ambrosius Barth, Leipzig · Berlin · Heidelberg 1993, ISBN 3-335-00343-8 , p. 341.

[ORGANIKUM_19_345-8] Association of authors: Organikum , 19th edition, Johann Ambrosius Barth, Leipzig · Berlin · Heidelberg 1993, ISBN 3-335-00343-8 , p. 345.