Allyl methyl sulfide

Allyl methyl sulfide

Names
Preferred IUPAC name 3-Methylsulfanylprop-1-ene
Other names Methyl propenyl sulfide 3-Methylthio-1-propene
Identifiers
CAS Number	10152-76-8
ChemSpider	21159856
EC Number	233-422-0
Jmol interactive 3D	Image
MeSH	allyl+methyl+sulfide
PubChem	66282
RTECS number	UD1015000
UN number	1993
InChI InChI=1S/C4H8S/c1-3-4-5-2/h3H,1,4H2,2H3 Key: NVLPQIPTCCLBEU-UHFFFAOYSA-N InChI=1/C4H8S/c1-3-4-5-2/h3H,1,4H2,2H3 Key: NVLPQIPTCCLBEU-UHFFFAOYAX
SMILES CSCC=C
Properties
Chemical formula	C4H8S
Molar mass	88.17 g·mol^−1
Odor	Garlic
Density	0.803 g cm^−3
Boiling point	92 °C; 197 °F; 365 K
Hazards
GHS pictograms
GHS signal word	DANGER
GHS hazard statements	H225
GHS precautionary statements	P210
EU classification (DSD)	F
R-phrases	R11
S-phrases	S16, S29, S33
Flash point	18.0 °C (64.4 °F; 291.1 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Allyl methyl sulfide (AMS) is an organosulfur compound with the chemical formula CH₂=CHCH₂SCH₃. The molecule features two functional groups, an allyl (CH₂=CHCH₂) and a sulfide. It is a colourless liquid with a strong odor characteristic of alkyl sulfides. It is a metabolite of garlic, and "garlic breath" is attributed to its presence.^[1]

It is prepared by the reaction of allyl chloride with sodium hydroxide and methanethiol.

CH₂=CHCH₂Cl + NaOH(aq) + CH₃SH → CH₂=CHCH₂SCH₃ + NaCl + H2O

References

1. Eric Block (2010-01-04). Garlic and Other Alliums: The Lore and the Science. Royal Society of Chemistry. ISBN 978-0-85404-190-9.