3-methyl-2-butene-1-thiol

Structural formula
General
Surname	3-methyl-2-butene-1-thiol
other names	MBT
Molecular formula	C 5 H 10 S
Brief description	colorless liquid
External identifiers / databases
EC number	610-907-9
ECHA InfoCard	100.118.632
PubChem	146586
Wikidata	Q223098
properties
Molar mass	102.20 g mol −1
Physical state	liquid
density	0.88 g cm −3
boiling point	128-135 ° C
solubility	almost insoluble in water; soluble in ethanol , triacetin and heptane ;
Refractive index	1.483-1.493
safety instructions
H and P phrases	H: 226-315-319-335
	P: ?
	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

3-Methyl-2-buten-1-thiol (MBT) is a sulfur- containing terpenoid . It is a strongly odor-active thiol that has an intense, sulphurous odor. Because of this property and its relationship to 3-methylbutanethiol , a compound contained in the anal gland secretion of skunks , it is also known as skunk thiol in English-speaking countries .

The connection is created when light beer is exposed to daylight. The iso - alpha acids contained in the beer decompose . In the presence of sulfur-containing amino acids such as cysteine , the decomposition products react to form MBT. In the brewing industry, this undesirable off- flavor is called light taste. MBT can also form when roasting Robusta and Arabica coffees . Researchers at the Dutch Plant Research International in Wageningen discovered in 2006 that this substance is also produced by the imperial crown to protect against voles .

Web links

Page no longer available , search in web archives: investigation from Wageningen (Dutch)@1@ 2Template: Dead Link / www.pri.wur.nl

Individual evidence

↑ ^a ^b ^c ^d ^e ^f FAO : Specifications for Flavors .
↑ Template: CL Inventory / not harmonized There is not yet a harmonized classification for this substance . A labeling of 3-methyl-2-buten-1-thiol in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on July 8, 2020, is reproduced from a self-classification by the distributor .
↑ Johannes Petrus Franciscus Gerardus Helsper, Mark Bücking, Sorel Muresan, Jan Blaas, Willem Anne Wietsma: Identification of the volatile component (s) causing the characteristic foxy odor in various cultivars of Fritillaria imperialis L. (Liliaceae) . In: Journal of Agricultural and Food Chemistry . tape 54 , no. 14 , July 12, 2006, p. 5087-5091 , doi : 10.1021 / jf0605594 , PMID 16819920 .

[FAO-1] ↑ ^a ^b ^c ^d ^e ^f FAO : Specifications for Flavors .

[2] Template: CL Inventory / not harmonized There is not yet a harmonized classification for this substance . A labeling of 3-methyl-2-buten-1-thiol in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on July 8, 2020, is reproduced from a self-classification by the distributor .

[3] Johannes Petrus Franciscus Gerardus Helsper, Mark Bücking, Sorel Muresan, Jan Blaas, Willem Anne Wietsma: Identification of the volatile component (s) causing the characteristic foxy odor in various cultivars of Fritillaria imperialis L. (Liliaceae) . In: Journal of Agricultural and Food Chemistry . tape 54 , no. 14 , July 12, 2006, p. 5087-5091 , doi : 10.1021 / jf0605594 , PMID 16819920 .