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Adding short description: "Organosulfur compound", overriding automatically generated description
 
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{{Short description|Organosulfur compound}}
{{Chembox
{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| Watchedfields = changed
| verifiedrevid = 446623743
| verifiedrevid = 477314172
| ImageFile = Allyl methyl sulfide.png
| ImageFile = Allylmethyl sulfide Structural Formula V1.svg
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageSize = 244
| ImageSize = 244
| ImageName = XYZ
| ImageName = XYZ
| PIN = 3-Methylsulfanylprop-1-ene
| PIN = 3-(Methylsulfanyl)prop-1-ene
| OtherNames = Methyl propenyl sulfide<br />
| OtherNames = Methyl propenyl sulfide<br />
3-Methylthio-1-propene
3-Methylthio-1-propene
| Section1 = {{Chembox Identifiers
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|changed|??}}
| CASNo = 10152-76-8
| PubChem = 66282
| CASNo = 10152-76-8

| PubChem_Ref = {{pubchemcite|correct|pubchem}}
| UNII_Ref = {{fdacite|changed|FDA}}
⚫
| ChemSpiderID = 21159856
| UNII = V7QI1R316C
⚫
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| EINECS = 233-422-0
| UNNumber = 1993
| PubChem = 66282
⚫
| ChemSpiderID = 21159856
⚫
| MeSHName = allyl+methyl+sulfide
⚫
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
⚫
| RTECS = UD1015000
| SMILES = CSCC=C
| EINECS = 233-422-0
| UNNumber = 1993
⚫
| StdInChI = 1S/C4H8S/c1-3-4-5-2/h3H,1,4H2,2H3
⚫
| MeSHName = allyl+methyl+sulfide
⚫
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
⚫
| RTECS = UD1015000
⚫
| InChI = 1/C4H8S/c1-3-4-5-2/h3H,1,4H2,2H3
| SMILES = CSCC=C
⚫
| StdInChIKey = NVLPQIPTCCLBEU-UHFFFAOYSA-N
⚫
| StdInChI = 1S/C4H8S/c1-3-4-5-2/h3H,1,4H2,2H3
⚫
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
⚫
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
⚫
| InChIKey = NVLPQIPTCCLBEU-UHFFFAOYAX
⚫
| InChI = 1/C4H8S/c1-3-4-5-2/h3H,1,4H2,2H3
⚫
| StdInChIKey = NVLPQIPTCCLBEU-UHFFFAOYSA-N
⚫
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
⚫
| InChIKey = NVLPQIPTCCLBEU-UHFFFAOYAX
}}
}}
| Section2 = {{Chembox Properties
|Section2={{Chembox Properties
| C = 4
| C=4 | H=8 | S=1
| H = 8
| Odor = Garlic
⚫
| Density = 0.803&nbsp;g&nbsp;cm<sup>−3</sup>
| S = 1
⚫
| BoilingPtK = 365
| ExactMass = 88.034670946 g mol<sup>-1</sup>
| Odor = Garlic
⚫
| Density = 803 mg cm<sup>-3</sup>
⚫
| BoilingPtK = 365
}}
}}
| Section3 = {{Chembox Hazards
|Section3={{Chembox Hazards
| GHSPictograms = {{GHS flame}}
| GHSPictograms = {{GHS flame}}
| GHSSignalWord = '''DANGER'''
| GHSSignalWord = '''DANGER'''
| HPhrases = {{H-phrases|225}}
| HPhrases = {{H-phrases|225}}
| PPhrases = {{P-phrases|210}}
| PPhrases = {{P-phrases|210}}
| FlashPtC = 18.0
| EUClass = {{Hazchem F}}
| RPhrases = {{R11}}
| SPhrases = {{S16}}, {{S29}}, {{S33}}
| FlashPt = {{Convert|18.0|C|F}}
}}
}}
}}
}}


'''Allyl methyl sulfide''' (AMS) is an [[organosulfur compound]] with the [[chemical formula]] CH<sub>2</sub>=CHCH<sub>2</sub>SCH<sub>3</sub>. The molecule features two [[functional group]]s, an [[allyl]] (CH<sub>2</sub>=CHCH<sub>2</sub>-) and a [[thioether|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.<ref>{{cite book| author = Eric Block| title = Garlic and Other Alliums: The Lore and the Science| date = 2010-01-04| publisher = Royal Society of Chemistry| isbn = 978-0-85404-190-9 }}</ref>
'''Allyl methyl sulfide''' is an [[organosulfur compound]] with the [[chemical formula]] CH<sub>2</sub>=CHCH<sub>2</sub>SCH<sub>3</sub>. The molecule features two [[functional group]]s, an [[allyl]] (CH<sub>2</sub>=CHCH<sub>2</sub>) and a [[thioether|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.<ref>{{cite book| author = Eric Block| title = Garlic and Other Alliums: The Lore and the Science| date = 2010-01-04| publisher = Royal Society of Chemistry| isbn = 978-0-85404-190-9 }}</ref>
It is prepared by the reaction of [[allyl chloride]] with [[sodium hydroxide]] and [[methanethiol]].
It is prepared by the reaction of [[allyl chloride]] with [[sodium hydroxide]] and [[methanethiol]].
:CH<sub>2</sub>=CHCH<sub>2</sub>Cl + NaOH(aq) + CH<sub>3</sub>SH → CH<sub>2</sub>=CHCH<sub>2</sub>SCH<sub>3</sub> + NaCl
:CH<sub>2</sub>=CHCH<sub>2</sub>Cl + NaOH (aq) + CH<sub>3</sub>SH → CH<sub>2</sub>=CHCH<sub>2</sub>SCH<sub>3</sub> + NaCl + H<sub>2</sub>O


==References==
==References==
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[[Category:Thioethers]]
[[Category:Thioethers]]
[[Category:Alkenes]]
[[Category:Allyl compounds]]

[[ar:كبريتيد ميثيل الأليل]]
[[fr:Allyl méthyl thioéther]]
[[nl:Allylmethylsulfide]]

Latest revision as of 20:49, 2 August 2022

Allyl methyl sulfide
XYZ
Names
Preferred IUPAC name
3-(Methylsulfanyl)prop-1-ene
Other names
Methyl propenyl sulfide
3-Methylthio-1-propene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.030.371 Edit this at Wikidata
EC Number
  • 233-422-0
MeSH allyl+methyl+sulfide
RTECS number
  • UD1015000
UNII
UN number 1993
  • InChI=1S/C4H8S/c1-3-4-5-2/h3H,1,4H2,2H3 checkY
    Key: NVLPQIPTCCLBEU-UHFFFAOYSA-N checkY
  • InChI=1/C4H8S/c1-3-4-5-2/h3H,1,4H2,2H3
    Key: NVLPQIPTCCLBEU-UHFFFAOYAX
  • CSCC=C
Properties
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 labelling:
GHS02: Flammable
Danger
H225
P210
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).
☒N verify (what is checkY☒N ?)

Allyl methyl sulfide 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[edit]

  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.
source: https://en.wikipedia.org/w/index.php?title=Allyl_methyl_sulfide&diff=1101990319&oldid=529717655

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