6-methylcoumarin

Structural formula
General
Surname	6-methylcoumarin
other names	6-methylbenzopyrone; Toncarin; 6-METHYL COUMARIN ( INCI ) ;
Molecular formula	C 10 H 8 O 2
Brief description	colorless solid with a coconut odor
External identifiers / databases
EC number	202-158-8
ECHA InfoCard	100.001.963
PubChem	7092
Wikidata	Q245490
properties
Molar mass	160.17 g mol −1
Physical state	firmly
Melting point	73-76 ° C
boiling point	303 ° C (967 hPa)
solubility	almost insoluble in water; soluble in ethanol, ether, benzene;
safety instructions
H and P phrases	H: 302-317-334
	P: 261-280-342 + 311
Toxicological data	1,680 mg kg −1 ( LD 50 , rat , oral ) ; > 5,000 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

6-methylcoumarin is a chemical compound from the group of coumarin derivatives .

Extraction and presentation

6-methylcoumarin can be made by several methods. For example, by condensing p - cresol disulfonic acid with fumaric acid in the presence of sulfuric acid , by condensing the aldehyde of 6-hydroxy- m -toluic acid with malonic acid in the presence of aniline , followed by heating to form the lactone , or the reaction of salicylaldehyde with propionic anhydride and sodium propionate .

6-methylcoumarin is a colorless solid that is insoluble in water.

6-methylcoumarin is used in foods as an artificial woodruff or coconut flavor. The maximum amount in ready-to-eat foods is set at 30 mg / kg.

Comes to reliable qualitative and quantitative determination of 6-methyl coumarin, after an appropriate sample preparation the, gas chromatography-mass spectrometry are used.

6-methylcoumarin triggers photoallergic reactions.

↑ Entry on 6-METHYL COUMARIN in the CosIng database of the EU Commission, accessed on March 21, 2020.
↑ ^a ^b ^c ^d ^e ^f ^g Entry on methyl coumarin in the Hazardous Substances Data Bank , accessed on July 27, 2012.
↑ ^a ^b ^c ^d ^e ^f ^g Data sheet 6-methylcoumarin, ≥99%, FCC, FG from Sigma-Aldrich , accessed on June 4, 2012 ( PDF ).
^ Gesundheit.de: Woodruff
↑ Federal Ministry of Justice: Flavor Ordinance Annex 5 (to Section 3) Additives , accessed on June 4, 2012.
↑ Zheng Y, Xu X, Yuan F, Yao M, Ji S, Huang Z, Zhang F: Simultaneous Analysis of Simple Coumarins and Furocoumarines in Cigarettes by Solid-Phase Extraction with Gas Chromatography-Mass Spectrometry. , J AOAC Int. 2017 Sep 1; 100 (5): 1559-1564, PMID 28425389
↑ alles-zur-allergologie.de: coumarin
↑ Vasanop Vachiramon, Penpun Wattanakrai: Photoallergic contact sensitization to 6-methylcoumarin in poikiloderma of Civatte . In: dermatitis . tape 16 , no. 3 , 2005, p. 136-138 , PMID 16242086 .