Name | Propiolactone |
Synonyms | 2-Oxetanone Propiolactone beta-Propiolactone b-Propiolactone, Reagent Propiolactone research grade BETA-PROPIOLACTONERESEARCH GRADE BETA-HYDROXYPROPIONIC ACID LACTONE beta-Hydroxypropionic Acid Lactone2-Oxetanonebeta-Propionolactone β-Propiolactone,3-Hydroxypropionic acid lactone, Hydracrylic acid β-lactone |
CAS | 57-57-8 |
EINECS | 200-340-1 |
InChI | InChI=1/C3H4O2/c4-3-1-2-5-3/h1-2H2 |
InChIKey | VEZXCJBBBCKRPI-UHFFFAOYSA-N |
Molecular Formula | C3H4O2 |
Molar Mass | 72.06 |
Density | 1.146 g/mL at 25 °C (lit.) |
Melting Point | -33 °C (lit.) |
Boling Point | 162 °C (lit.) |
Flash Point | 158°F |
Water Solubility | 37 g/100 mL |
Solubility | Soluble in water, miscible in ethanol. |
Vapor Presure | 3 at 25 °C (NIOSH, 1997) |
Appearance | Liquid |
Color | Colorless liquid with a sweet but irritating odor |
Merck | 14,7820 |
Storage Condition | -20°C |
Stability | Moisture Sensitive, Very Hygroscopic |
Sensitive | Moisture Sensitive |
Refractive Index | n20/D 1.412(lit.) |
MDL | MFCD00005169 |
Physical and Chemical Properties | Colorless liquid with irritating odor. Melting At -33.4 ℃, boiling point 162.3 ℃ (decomposition),80.0 ℃(6.65kPa),61 ℃(2.26kPa),51 ℃(1.33kPa), the relative density is 1.1460(20/4 ℃), the refractive index is 1.4131, and the flash point is 70 ℃. With acetone, ether and chloroform miscible, dissolved in water for 37%, the water dissolved rapidly all hydrolysis. |
Use | This product is for scientific research only and shall not be used for other purposes. |
Hazard Symbols | T+ - Very toxic |
Risk Codes | R45 - May cause cancer R26 - Very Toxic by inhalation R36/38 - Irritating to eyes and skin. |
Safety Description | S53 - Avoid exposure - obtain special instructions before use. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S99 - |
UN IDs | UN 3382 6.1/PG 1 |
WGK Germany | 3 |
RTECS | RQ7350000 |
TSCA | Yes |
HS Code | 29322090 |
Hazard Class | 6.1 |
Packing Group | I |
Toxicity | LC50 (inhalation) for rats 25 ppm/6-h (quoted, RTECS, 1985). |
Reference Show more | 1. [IF=3.24] Niu Zhou et al."In Vitro Coinfection and Replication of Classical Swine Fever Virus and Porcine Circovirus Type 2 in PK15 Cells."Plos One. 2015 Oct;10(10):e0139457 |
Henry's Law Constant | 7.6 at 25 °C (approximate - calculated from water solubility and vapor pressure) |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
(IARC) carcinogen classification | 2B (Vol. 4, Sup 7, 71) 1999 |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
β-propiolactone | β-propiolactone is a heterocyclic compound, which is a colorless viscous liquid at room temperature, it has a strong inactivation effect on Virus. In foreign countries has been widely used in a variety of vaccine inactivation, the role of pathogen DNA or RNA, change Virus nucleic acid structure to achieve the purpose of inactivation, but not directly on the protein. 1. Direct effect on Virus nucleic acid, maintain immunogenicity, strong inactivation effect. Beta-propiolactone (BPL) interacts directly with the Virus nucleic acid, without acting on the coat protein, without destroying the immunogenicity of the pathogen. 2. Easy hydrolysis, no residue, and the hydrolysis product is non-toxic and harmless. Large dose of beta-propiolactone (BPL) is a carcinogen, but it is easy to hydrolyze, and it disappears after 2H of water bath hydrolysis at 37 ℃, its hydrolysis to non-toxic human fat metabolites beta-hydroxypropionic acid. In addition, since it can be completely hydrolyzed in the vaccine liquid, it is not necessary to consider the residue in the finished vaccine. 3. The inactivation time is short, and the production cycle of the vaccine is shortened. The β-propiolactone can be completely hydrolyzed in only 2 hours at 37 ℃, and the inactivation time is short, which significantly shortens the vaccine production cycle and improves the economic benefit. In conclusion, β-propiolactone (BPL), as a vaccine inactivator, can act directly on nucleic acids and has a strong ability to inactivate Virus of the antigen. It does not destroy Virus of the Hemagglutinin antigen and maintains Virus of the good immunogenicity; its hydrolysate is harmless to the body, and the inoculation reaction is light. Therefore, as early as 1984, it was officially used as an inactivated agent of rabies inactivated vaccine, and has been widely used in various vaccines. |
Use | It is used as an intermediate for drugs, resins and fiber modifiers, and also as a germicidal disinfectant for the sterilization of plasma and vaccines. The derivative β-mercaptopropionic acid is a PVC stabilizer and a raw material for medicine. inactivating agents in inactivated vaccines. |
production method | Ketene is prepared by pyrolysis of acetic acid and then mixed with formaldehyde in a molar ratio of 3:1, with chlorine as diluent, in the BF3 catalyst gas phase condensation or liquid condensation. |
category | toxic substances |
toxicity grade | high toxicity |
Acute toxicity | inhalation-rat LC50: 25 ppm/6 H; Intraperitoneal-mouse LD50: 405 mg/kg |
explosive hazard characteristics | explosive when mixed with air |
flammability hazard characteristics | flammable; Spicy and irritating smoke released in the fire scene; Rapid hydrolysis in water |
storage and transportation characteristics | low temperature, ventilation, dry; Moisture |
extinguishing agent | carbon dioxide, dry powder |
Occupational Standard | TWA 1.5 mg/m3 |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |