This is an old revision of this page, as edited by CheMoBot (talk | contribs) at 11:07, 12 August 2011 (Updating {{chembox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'ChEMBL_Ref') per Chem/Drugbox validation (report errors or [[use). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.
Revision as of 11:07, 12 August 2011 by CheMoBot (talk | contribs) (Updating {{chembox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'ChEMBL_Ref') per Chem/Drugbox validation (report errors or [[use)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff)
| |
| |
| Names | |
|---|---|
| IUPAC names
oxetan-2-one 3-hydroxypropanoic acid lactone | |
| Other names
Propiolactone β-propiolactone 2-oxetanone | |
| Identifiers | |
| CAS Number | |
| 3D model (JSmol) | |
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.000.309 
|
| KEGG | |
| UNII | |
| CompTox Dashboard (EPA) | |
InChI
| |
SMILES
| |
| Properties | |
| Chemical formula | C3H4O2 |
| Molar mass | 72.06 g/mol |
| Appearance | colorless liquid |
| Odor | pungent, acrylic |
| Density | 1.146 g/cm |
| Melting point | -33.4 °C |
| Boiling point | 162 °C (dec.) |
| Solubility in water | soluble |
| Solubility | miscible in organic solvents |
| Refractive index (nD) | 1.4131 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).
 Y verify (what is ?)
Infobox references
| |
β-Propiolactone is an organic compound of the lactone family, with a four-membered ring. It is a clear, colorless liquid with a slightly sweet odor, highly soluble in water and miscible with ethanol, acetone, diethyl ether and chloroform. The word propiolactone usually refers to this compound, although it may also refer to α-propiolactone.
β-Propiolactone is "reasonably expected to be a human carcinogen" (IARC, 1999). It was once widely used in the manufacture of acrylic acid and its esters, but its use has been mostly phased out in favor of safer and less expensive alternatives. β-Propiolactone is a disinfectant and has been used to sterilize blood plasma, vaccines, tissue grafts, surgical instruments, and enzymes. The principal current use of propiolactone is an intermediate in the synthesis of other chemical compounds.
β-Propiolactone will slowly react with water and hydrolyse to produce 3-hydroxypropionic acid (hydracryclic acid).
See also
- 3-Oxetanone, an isomer of β-propiolactone
- Malonic anhydride (2,4-Oxetanone)
- α-Propiolactone
References
- ^ "β-Propiolactone" - NIH substance profile. Accessed on 2009-07-10.
- Merck Index, 12th Edition, entry 8005.