Syn-propanethial-S-oxide

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Syn-propanethial-S-oxide
IUPAC name 1-Sulfinylpropane
Other names Thiopropanal S-oxide
Identifiers
CAS number [32157-29-2]
PubChem 441491
SMILES CCC=S=O
Properties
Molecular formula C3H6OS
Molar mass 90.14 g mol-1
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

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.[citation needed] This acid irritates the nerve endings in the eye, making them sting. Tear glands produce tears to dilute and flush out the irritant.[1]

[edit] Properties

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

[edit] See also

[edit] References

  1. ^ Scott, Thomas. What is the chemical process that causes my eyes to tear when I peel an onion?. Ask the Experts: Chemistry. Scientific American. Retrieved on 2007-04-28.
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