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| CAS No.: | 57-57-8 |
|---|---|
| Name: | 2-Oxetanone |
| Article Data: | 39 |
| Molecular Structure: | |
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|
|
| Formula: | C3H4O2 |
| Molecular Weight: | 72.0636 |
| Synonyms: | Hydracrylicacid, b-lactone (6CI);1,3-Propiolactone;3-Hydroxypropionic acid lactone;3-Propanolide;3-Propiolactone;Betaprone;NSC 21626;Propanoic acid, 3-hydroxy-, b-lactone;Propanolide;Propiolactone;b-Propiolactone;b-Propionolactone; |
| EINECS: | 200-340-1 |
| Density: | 1.231 g/cm3 |
| Melting Point: | -33 °C(lit.) |
| Boiling Point: | 161.999 °C at 760 mmHg |
| Flash Point: | 35.01 °C |
| Solubility: | 37 g/100 mL in water |
| Appearance: | Colorless to light yellow liquid |
| Hazard Symbols: |
 T+
|
| Risk Codes: | 45-26-36/38 |
| Safety: | 53-45-99 |
| Transport Information: | UN 3382 6.1/PG 1 |
| PSA: | 26.30000 |
| LogP: | -0.06670 |
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| Conditions | Yield |
|---|---|
| With tetrachloromethane; bis(acetylacetonate)oxovanadium at 100℃; for 1h; | 98% |
| With [RuCl2(PPh3)2(2-PyCH21,3,5-triaza-7-phosphadamantane)].Br; potassium hydroxide In water for 48h; Reagent/catalyst; Schlenk technique; Reflux; Inert atmosphere; Green chemistry; | 95% |
| Conditions | Yield |
|---|---|
| With oxygen; benzaldehyde; nickel(II) iodide; Dowex 50W; iron(II) In 1,2-dichloro-ethane at 20℃; for 15h; Baeyer-Villiger oxidation; | 94% |
| Conditions | Yield |
|---|---|
| Hexamethylbenzene; [(C1TPP)Al][Co(CO)4] In tetrahydrofuran at -78 - 60℃; under 10343.2 Torr; for 3h; Product distribution / selectivity; Molecular sieve; Inert atmosphere; | A 92% B 5% |
| [(C1TPP)Al][Co(CO)4] In sulfolane at -78 - 80℃; under 31029.7 Torr; Product distribution / selectivity; Inert atmosphere; | A 46.8% B 7.9% |
| With Hexamethylbenzene; [(tetra(4-chlorophenyl)porphyrinato)aluminium(III)][tetracarbonylcobaltate] In tetrahydrofuran at 60℃; under 10343.2 Torr; for 3h; Catalytic behavior; Pressure; Reagent/catalyst; Solvent; Temperature; Glovebox; Inert atmosphere; | A 92 %Spectr. B 5 %Spectr. |
| Conditions | Yield |
|---|---|
| With P(MeNCH2CH2)3N In acetonitrile at 25℃; for 0.0833333h; | 90% |
| Conditions | Yield |
|---|---|
| Hexamethylbenzene; [(C1TPP)Al][Co(CO)4] In tetrahydrofuran at -78 - 60℃; under 31029.7 Torr; for 3h; Product distribution / selectivity; Molecular sieve; Inert atmosphere; | A 8% B 88% |
| Hexamethylbenzene; [(C1TPP)Al][Co(CO)4] In tetrahydrofuran at -78 - 60℃; under 31029.7 Torr; for 3h; Product distribution / selectivity; Molecular sieve; Inert atmosphere; | A 13% B 81% |
| With Hexamethylbenzene; [(tetra(4-chlorophenyl)porphyrinato)aluminium(III)][tetracarbonylcobaltate] In tetrahydrofuran at 60℃; under 31029.7 Torr; for 3h; Glovebox; Inert atmosphere; | A 8 %Spectr. B 88 %Spectr. |
| Conditions | Yield |
|---|---|
| With aluminium trichloride; zinc(II) chloride In acetone | 75% |
| With acetone; zinc(II) chloride | |
| With β-Propiolactone |
| Conditions | Yield |
|---|---|
| With boron trifluoride diethyl etherate; [bis(triphenylphospine)nitrogen(1+)][Co(CO)4] In N,N-dimethyl-formamide at 80℃; under 46544.6 Torr; for 24h; | 44% |
| Hexamethylbenzene; [(C1TPP)Al][Co(CO)4] In tetrahydrofuran at -78 - 30℃; under 31029.7 Torr; for 3h; Product distribution / selectivity; Molecular sieve; Inert atmosphere; | 44% |
| With trimethylaluminum; dicobalt octacarbonyl In diethylene glycol dimethyl ether; toluene at 75℃; under 45004.5 Torr; for 5h; |
| Conditions | Yield |
|---|---|
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Chemistry
Chemical Name: 2-Oxetanone
IUPAC NAME: Oxetan-2-one
CAS No.: 57-57-8
EINECS: 200-340-1
RTECS: RQ7350000
RTECS Class: Agricultural Chemical and Pesticide ; Tumorigen ; Mutagen
EC Class: Carcinogenic Category 2 ; Very toxic ; Irritant
Molecular Formula: C3H4O2
Molecular Weight: 72.06 g/mol
Melting Point: -33 °C(lit.)
Density: 1.231 g/cm3
Flash Point: 35 °C
Boiling Point: 162 °C at 760 mmHg
Following is the structure of β-Propiolactone (57-57-8):
Product Categories about β-Propiolactone (57-57-8) are Intermediates & Fine Chemicals ; Miscellaneous Reagents ; Pharmaceuticals
The chemical synonymous of β-Propiolactone (57-57-8) are Beta-Hydroxypropionic acid lactone ; Beta-propiolactone ; Beta-propionolactone ; B-propiolactone ; Hydracrylic acid beta-lactone ; Hydracrylic acid lactone ; 2-Oxetanone ; 3-Hydroxypropionic acid lactone
Toxicity Data With Reference
| 1. | slt-dmg-orl 200 mmol/L | ENMUDM Environmental Mutagenesis. 6 (1984),153. | ||
| 2. | otr-hmn:fbr 28 µmol/L | PNASA6 Proceedings of the National Academy of Sciences of the United States of America. 80 (1983),7219. | ||
| 3. | ihl-rat LC50:25 ppm/6H | DTLVS* Documentation of Threshold Limit Values for Substances in Workroom Air. 4 (1980),347. | ||
| 4. | ipr-mus LD50:405 mg/kg | JJIND8 JNCI, Journal of the National Cancer Institute. 62 (1979),911. |
Consensus Reports
NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2B IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 4 ,1974,p. 259.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program. Community Right-To-Know List. EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.
Safety Profile
Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by inhalation. Moderately toxic by intraperitoneal route. An initiator. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes:
T+: Very toxic .gif){kind=small}
Risk Statements about β-Propiolactone (57-57-8):
R45 May cause cancer.
R26 Very toxic by inhalation.
R36/38 Irritating to eyes and skin.
Safety Statements about β-Propiolactone (57-57-8):
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 where possible).
Attentions:
1. Storage: Keep away from sources of ignition. Store in a tightly closed container. Deep freeze (below -20 C). Store protected from light. Store under argon.
2. Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Standards and Recommendations
OSHA PEL: OSHA: Carcinogen
ACGIH TLV: TWA 0.5 ppm; Animal Carcinogen
DFG MAK: Animal Carcinogen, Suspected Human Carcinogen
Specification
β-Propiolactone (57-57-8) 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.It is a disinfectant and has been used to sterilize blood plasma, vaccines, tissue grafts, surgical instruments, and enzymes.The principal current use of β-Propiolactone is an intermediate in the synthesis of other chemical compounds.