3,6-dihydro-2H-pyran-2-one
5,6-dihydro-2H-pyran-2-one
CAS: 3393-45-1
Molecular Formula: C5H6O2
3,6-dihydro-2H-pyran-2-one - Names and Identifiers
| Name | 5,6-dihydro-2H-pyran-2-one |
| Synonyms | Dihydropyranone 5,6-Dihydro-2-pyranone 2,5-dihydropyran-6-one 5,6-dihydro-2H-pyran-2-one 3,6-dihydro-2H-pyran-2-one 5,6-Dihydro-2H-pyran-2-one 5,6-DIHYDRO-2H-PYRAN-2-ONE 2-Pentenoic acid, 5-hydroxy-, delta-lactone |
| CAS | 3393-45-1 |
| EINECS | 628-075-0 |
| InChI | InChI=1/C5H6O2/c6-5-3-1-2-4-7-5/h1,3H,2,4H2 |
| InChIKey | QBDAFARLDLCWAT-UHFFFAOYSA-N |
3,6-dihydro-2H-pyran-2-one - Physico-chemical Properties
| Molecular Formula | C5H6O2 |
| Molar Mass | 98.1 |
| Density | 1.139 g/mL at 25 °C (lit.) |
| Boling Point | 103 °C/10 mmHg (lit.) |
| Flash Point | 115°F |
| Vapor Presure | 0.055mmHg at 25°C |
| Appearance | clear liquid |
| Color | Colorless to Light orange to Yellow |
| BRN | 1610 |
| Storage Condition | 2-8°C |
| Sensitive | Moisture Sensitive |
| Refractive Index | n20/D 1.483(lit.) |
| MDL | MFCD00010439 |
3,6-dihydro-2H-pyran-2-one - Risk and Safety
| Risk Codes | 10 - Flammable |
| Safety Description | S23 - Do not breathe vapour. S24/25 - Avoid contact with skin and eyes. |
| UN IDs | UN 1224 3/PG 3 |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 10-21 |
| Hazard Class | 3 |
| Packing Group | III |
3,6-dihydro-2H-pyran-2-one - Reference Information
| introduction | 5, 6-dihydro-2H-pyran-2-one is an important pharmaceutical intermediate and plays an important role in the field of pharmaceutical chemistry. With the progress of society and the development of drug synthesis, the research and development of 5, 6-dihydro-2H-pyran-2-one is also in full swing. |
| use | 5, 6-dihydro-2H-pyran-2-one is a ketone derivative and can be used as a pharmaceutical intermediate. |
| preparation | (1) prepare 10L glass reactor, add 3L acetic acid, vinyl acetic acid (1kg,7.55mol) and paraformaldehyde (0.36kg,11.32mol) in sequence, stir, slowly add concentrated sulfuric acid (4.1ml,0.075mol) dropwise, heat to 90~100 ℃ after dropwise addition, and the reaction has no exotherm, then slowly raise the temperature, and the internal temperature is controlled at 100~115 ℃ for 6 hours;(2) After the reaction is over, sodium acetate (0.31kg,3.77mol) is added, stirred for half an hour and then concentrated to remove the solvent acetic acid, the concentrated solution is cooled to 0~5 ℃ in an ice water bath, the internal temperature is controlled below 10 ℃, 2.1L 10% sodium hydroxide solution is added dropwise, and the PH value of the concentrated solution is adjusted to 7~8, then dichloromethane (4L × 3) is used for extraction, stratification, and the organic phase is washed with saturated sodium chloride solution (4L × 1), dried with magnesium sulfate (300g), filtered by suction and concentrated to obtain 712g of crude compound I. (3) 712g of crude compound I is distilled under reduced pressure, 50cm glass packed column is selected for rectification, and 85-92 ℃/5-7mmHg fraction is collected by water bath heating, 629.5g of compound I, namely 5, 6-dihydro-2H-pyran-2-one, was obtained with GC purity of 98.6% and yield of 85%. |
Last Update：2024-04-09 02:00:08
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