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3D model (
JSmol)
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ChemSpider | |
PubChem
CID
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CompTox Dashboard (
EPA)
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Properties | |
C3H6OS | |
Molar mass | 90.14 g·mol−1 |
Appearance | colorless liquid |
Density | 1.1779 g/cm³ |
Boiling point | 127–129 °C (261–264 °F; 400–402 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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1,3-Oxathiolane is an organosulfur compound with the formula (CH2)3OS. It is a saturated five-membered heterocycle with non-adjacent S and O atoms. It is the parent of numerous derivatives. The parent compound is of little practical value, but there is some biotechnological interest in derivatives where one or more H atoms are replaced by other substituents. [1]
The compound is prepared by condensation of mercaptoethanol with formaldehyde, as typical for synthesis of thioacetals. [2]
2-Methyl-4-propyl-1,3-oxathiane is a component of the flavor of passion fruit and other fruits. [3]
In contrast to the well-developed area of 1,3-oxathiolanes, 1,2-oxathiolane and its derivatives are not prevalent in the literature. The parent compound, which is derived from 3-mercaptopropanol, has been detected in solution [4] A bulky derivative has been characterized by X-ray crystallography. [5]