Basic information
- CAS
1955-45-9- Standard SMILES
CC1(C)COC1=O- InChIKey
ULKFLOVGORAZDI-UHFFFAOYSA-N- Molecular formula
- C5H8O2
- Average molar mass
- 100.12 g/mol
- Monoisotopic mass
- 100.05242949
Overview
Pivalolactone is a clear colorless liquid. (NTP, 1992)
Names & identifiers
- Preferred name
- Pivalolactone
- IUPAC
- 3,3-dimethyloxetan-2-one
- English name
- Pivalolactone.
- Molecular formula
- C5H8O2
- Molecular weight
- 100.12
Names & synonyms
PIVALOLACTONEPivalic acid lactone3,3-Dimethyl-2-oxetanoneDimethyl propiolactone2-Oxetanone, 3,3-dimethyl-NCI-C04126HSDB 4117alpha,alpha-Dimethyl-beta-propiolactone3,3-Dimethyl-2-oxethanoneCCRIS 5243,3-Dimethyl-beta-propiolactoneUNII-6813U5R1GP
Show more names
NCI-C-04126Pivalolactone.PPIVALOLACTONEPivalolactone (in chloroform ~1.6% w/v)2,2-Dimethyl-3-hydroxypropanoic acid lactone
BRN 12806486813U5R1GPPropanoic acid, 3-hydroxy-2,2-dimethyl-, beta-lactone.alpha.,.alpha.-Dimethyl-.beta.-propiolactone.alpha.,.alpha.-Dimethylpropiolactone5-17-09-00032 (Beilstein Handbook Reference)PIVALOLACTONE [HSDB]DTXSID0021171
Database identifiers
- CAS
1955-45-9- PubChem CID
- 16059
- DTXSID
DTXSID0021171- UNII
- 6813U5R1GP
- Nikkaji
- J42.694F
Properties
Computed structural properties
- XLogP
- 0.8
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 105
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Lactones
Solubility10 to 50 mg/mL at 66 °F (NTP, 1992)
Physical Description
Pivalolactone is a clear colorless liquid. (NTP, 1992)
Clear colorless liquid; [CAMEO]
Physicochemical properties
- Melting point
- -12.9 °C · -12.9°C
- Boiling point
- 51 °C@20mmHg · 51°C@20mmHg.
- Density
- 0.9971 · 0.9971 (rough estimate)
- refractive index
- 1.4043 · 1.4043 (estimate)
- solubility
- soluble in Chloroform, Methanol
- form
- Colourless Solution
- Stability
- Stable. Combustible. Incompatible with strong oxidizing agents.
- LogP
- -0.243 · -0.243 (est)
- Toxicology and Carcinogenesis
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Hazards SummaryA tumorigen and mutagen; [RTECS] Carcinogenicity tests were positive in rats but negative in mice; [NTP]
Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Special ReportsDHEW/NCI; Bioassay of Pivalolactone for Possible Carcinogenicity (1978) Technical Rpt Series No. 140 DHEW Pub No. (NIH) 78-1395
Reactivity Profile
PIVALOLACTONE is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. This chemical is incompatible with alkanes. (NTP, 1992)
Air and Water ReactionsThis chemical is unstable in water. Slowly hydrolyzes
Safety & protection
Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Chemistry & industry
Uses & manufacturing
Uses
Used as intermediate for sulfur-containing pivalic acid derivatives; Not commercially produced in the US; [HSDB] Used to make thermoplastic polyesters; [Ullmann]
CHEM INT FOR SULFUR-CONTAINING PIVALIC ACID DERIVATIVES
U.S. Exports
(1977) No Data
(1979) No Data
U.S. Imports
(1977) No Data
(1979) No Data
U.S. Production
(1977) NOT PRODUCED COMMERCIALLY IN US
(1979) NOT PRODUCED COMMERCIALLY IN US
Methods of ManufacturingABSTRACTION OF SODIUM CHLORIDE FROM SODIUM SALT OF MONOCHLOROPIVALIC ACID
General Manufacturing Information2-Oxetanone, 3,3-dimethyl-: INACTIVE
Applications
UsesCarcinogenic agent. Shows mutagenicity
General DescriptionClear colorless liquid.
Upstream & downstream products
Downstream products
Suppliers11 total
武汉丰泰威远科技有限公司+86-27-8746-5837 +86-18627785180 · [email protected]
Related reactions
7 records
Compound notes
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