2(5H)-Furanone
gamma-crotonolactone
CAS: 497-23-4
Molecular Formula: C4H4O2
2(5H)-Furanone - Names and Identifiers
| Name | gamma-crotonolactone |
| Synonyms | 5H-Furan-2-one 2(5H)-Furanone furan-2(5H)-one 2-(5H)-furanone g-Crotonolactone a,b-Crotonolactone 2,5-Dihydrofuranone gamma-crotonolactone 2,5-Dihydrofuran-2-one Crotonic acid, 4-hydroxy- .alpha.,.beta.-Crotonolactone 5-Oxo-2,5-dihydrofuran-3-yl ester γ-Crotonolactone, 2-Buten-1,4-olide 2-Buten-1,4-olide~gamma-Crotonolactone 2(5H)-Furanone,γ-Crotonolactone, 2-Buten-1,4-olide |
| CAS | 497-23-4 |
| EINECS | 207-839-3 |
| InChI | InChI=1/C4H4O2/c5-4-2-1-3-6-4/h1-2H,3H2 |
| InChIKey | VIHAEDVKXSOUAT-UHFFFAOYSA-N |
2(5H)-Furanone - Physico-chemical Properties
| Molecular Formula | C4H4O2 | |||||||
| Molar Mass | 84.07 | |||||||
| Density | 1.185 g/mL at 25 °C (lit.) | |||||||
| Melting Point | 4-5 °C (lit.) | |||||||
| Boling Point | 86-87 °C/12 mmHg (lit.) | |||||||
| Flash Point | 214°F | |||||||
| JECFA Number | 2000 | |||||||
| Water Solubility | Immiscible with water. | |||||||
| Solubility | Chloroform, Ethyl Acetate (Slightly) | |||||||
| Vapor Presure | 0.273mmHg at 25°C | |||||||
| Appearance | Liquid | |||||||
| Color | Clear colorless to pale yellow or amber | |||||||
| BRN | 383585 | |||||||
| Storage Condition | 2-8°C | |||||||
| Stability | Moisture Sensitive | |||||||
| Refractive Index | n20/D 1.469(lit.) | |||||||
| Physical and Chemical Properties |
|
2(5H)-Furanone - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
| RTECS | LU3453000 |
| FLUKA BRAND F CODES | 8-10 |
| HS Code | 29322980 |
| Hazard Note | Irritant |
2(5H)-Furanone - Reference Information
| FEMA | 4138 | 4-HYDROXY-2-BUTENOIC ACID GAMMA-LACTONE |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | 2(5h)-furanone, also known as γ-crotonolactone, 5h-furan-2-one, etc., is an organic heterocyclic compound, is the simplest crotonolactone, colorless liquid at room temperature, its structural formula is γ-crotonyl lactone, which is a precursor material of many active molecules of drugs, and its structure is commonly found in bioactive molecules, such as antibiotics, antibiotics, anti-tumor and antiviral drugs. |
| preparation | at room temperature, add 1(26g,0.2 mol) to acetone (1000 mL) A molar concentration of 0.2 mol is formed in the solution. H2O(10 mL) was added to the L-1 organic solution, and hydrochloric acid (1 mL) was added dropwise under vigorous stirring. After addition, stirring was continued for 12 hours at room temperature, carefully add solid sodium bicarbonate and neutral, diatomite filtration, dichloromethane washing, combined filtrate, vacuum distillation to remove most of the organic solvent, add water, aqueous layer is extracted with dichloromethane, combined organic layer, anhydrous magnesium sulfate dried, filtered, the filtrate was distilled at atmospheric pressure to remove the solvent, and the remaining liquid column chromatography (dichloromethane/methanol) gave 2(5h)-furanone 7(14g,82%). |
| biological activity | 2(5h)-Furanone is an endogenous metabolite. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:04:16
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