Syn-propanethial-S-oxide

Syn-propanethial-S-oxide

Chembox new
ImageFile = propanethial-S-oxide.png ImageSize = 150px
ImageFile1 = Syn-propanethial-S-oxide-3D-balls.png ImageSize1 = 150px
IUPACName = 1-Sulfinylpropane
OtherNames = Thiopropanal S-oxide
Section1 = Chembox Identifiers
CASNo = 32157-29-2
PubChem = 441491
SMILES = CCC=S=O
Section2 = Chembox Properties
C=3|H=6|O=1|S=1
MolarMass = 90.1451 g/mol
Appearance =
Density =
MeltingPt =
BoilingPt =
Solubility =
Section3 = Chembox Hazards
MainHazards =
FlashPt =
Autoignition =

Syn-propanethial-S-oxide is a volatile gas that triggers tears when an onion is cut. As onions are sliced, cells are broken, allowing enzymes called alliinases to break down amino acid sulfoxides and generate sulfenic acids . Sulfenic acids are unstable and spontaneously rearrange into syn-propanethial-S-oxide. The gas dissipates through the air and eventually reaches the eye, where it reacts with the water to form a dilute solution of sulfuric acid. This acid irritates the nerve endings in the eye, making them sting. Tear glands produce tears to dilute and flush out the irritant. cite web
last = Scott
first = Thomas
authorlink =
coauthors =
title = What is the chemical process that causes my eyes to tear when I peel an onion?
work = Ask the Experts: Chemistry
publisher = Scientific American
date =
url = http://www.sciam.com/askexpert_question.cfm?articleID=000C5FF7-5DB5-1C72-9EB7809EC588F2D7
format =
doi =
accessdate = 2007-04-28]

Properties

Syn-propanethial-S-oxide has a chemical formula of C3H6OS.

ee also

* Allicin

References


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