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 Registry Number	10152-76-8 N
ChemSpider	21159856 Y
EC number	233-422-0
InChI InChI=1S/C4H8S/c1-3-4-5-2/h3H,1,4H2,2H3 Y Key: NVLPQIPTCCLBEU-UHFFFAOYSA-N Y InChI=1/C4H8S/c1-3-4-5-2/h3H,1,4H2,2H3 Key: NVLPQIPTCCLBEU-UHFFFAOYAX
Jmol-3D images	Image
MeSH	allyl+methyl+sulfide
PubChem	66282
RTECS number	UD1015000
SMILES CSCC=C
UN number	1993
Properties
Molecular 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	F
R-phrases	R11
S-phrases	S16, S29, S33
Flash point	18.0 °C (64.4 °F; 291.1 K)
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
N verify (what is: Y/N?)
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