Allyl methyl sulfide

Structural formula
General
Surname	Allyl methyl sulfide
other names	3- (methylsulfanyl) -1-propene ( IUPAC )
Molecular formula	C 4 H 8 S
Brief description	colorless smelly liquid
External identifiers / databases
EC number	233-422-0
ECHA InfoCard	100.030.371
PubChem	66282
ChemSpider	21159856
Wikidata	Q2652757
properties
Molar mass	88.17 g mol −1
Physical state	liquid
density	0.803 g cm −3 (25 ° C)
boiling point	91-93 ° C
Refractive index	1.4714 (20 ° C)
safety instructions
GHS labeling of hazardous substances danger
H and P phrases	H: 225
	P: 210
	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

Allyl methyl sulfide is a sulfur-containing , unsaturated organic compound from the group of thioethers . In addition to the sulfide group, a C = C double bond occurs in the molecule .

Occurrence

Allyl methyl sulfide occurs - in addition to the odorless compounds allyl methyl sulfoxide (AMSO) and allyl methyl sulfone (AMSO2) - as a garlic-like smelling metabolic breakdown product of allicin , the aromatic substance of garlic . The organic sulfur compound is responsible for the smell of the breath like garlic consumption and can also be detected in human breast milk, for example.

Extraction and presentation

The laboratory synthesis succeeds by reacting allyl chloride and methanethiol in the presence of sodium hydroxide .

properties

In its pure state, allyl methyl sulfide forms an easily flammable, colorless liquid with an intense odor that is characteristic of alkyl sulfides .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g data sheet Allyl methyl sulfide, 98% from Sigma-Aldrich , accessed on October 13, 2019 ( PDF ).
^ Theo Dingermann, Rudolf Hänsel, Ilse Zündorf: Pharmaceutical Biology, Molecular Basics and Clinical Application . Springer-Verlag, 2013, ISBN 978-3-642-55943-3 , pp. 62 ( limited preview in Google Book search).
↑ Friedrich-Alexander-Universität Erlangen-Nürnberg: Garlic aroma detected in breast milk ›Friedrich-Alexander-Universität Erlangen-Nürnberg , accessed on October 13, 2019.

[Sigma-1] ↑ ^a ^b ^c ^d ^e ^f ^g data sheet Allyl methyl sulfide, 98% from Sigma-Aldrich , accessed on October 13, 2019 ( PDF ).

[Theo_Dingermann,_Rudolf_Hänsel,_Ilse_Zündorf-2] Theo Dingermann, Rudolf Hänsel, Ilse Zündorf: Pharmaceutical Biology, Molecular Basics and Clinical Application . Springer-Verlag, 2013, ISBN 978-3-642-55943-3 , pp. 62 ( limited preview in Google Book search).

[fau.de-3] Friedrich-Alexander-Universität Erlangen-Nürnberg: Garlic aroma detected in breast milk ›Friedrich-Alexander-Universität Erlangen-Nürnberg , accessed on October 13, 2019.