496-16-2
2,3-Dihydrobenzofuran
CAS: 496-16-2
Molecular Formula: C8H8O
496-16-2 - Names and Identifiers
| Name | 2,3-Dihydrobenzofuran |
| Synonyms | Kumaran Coumaran Dihydrocoumarone Dihydrobenzofuran 2,3-Dihydrobenzofuran 2,3-dihydro-benzofura Benzofuran,2,3-dihydro- 2,3-DIHYDROBENZO[B]FURAN 2,3-Dihydro-1-benzofuran 2,3-dihydro-1-benzofuran 2,3-Dihydro-2,3-benzofuran Coumaran (2,3-dihydrobenzofuran) |
| CAS | 496-16-2 |
| EINECS | 207-817-3 |
| InChIKey | HBEDSQVIWPRPAY-UHFFFAOYSA-N |
496-16-2 - Physico-chemical Properties
| Molecular Formula | C8H8O |
| Molar Mass | 120.15 |
| Density | 1.065 g/mL at 25 °C (lit.) |
| Melting Point | -21°C |
| Boling Point | 188-189 °C (lit.) |
| Flash Point | 152°F |
| Solubility | alcohol: soluble |
| Vapor Presure | 0.836mmHg at 25°C |
| Appearance | clear liquid |
| Specific Gravity | 1.065 |
| Color | Colorless to Yellow to Green |
| Merck | 14,2559 |
| BRN | 111928 |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | n20/D 1.549(lit.) |
496-16-2 - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S23 - Do not breathe vapour. S24/25 - Avoid contact with skin and eyes. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
| TSCA | Yes |
| HS Code | 29329995 |
| Hazard Note | Irritant |
496-16-2 - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| use | 2, 3-dihydrobenzofuran is a fine chemical raw material, widely used in the synthesis of tricyclic compounds, and it is also a synthesis in recent years. An intermediate raw material for some important drugs discovered. 2, 3-dihydrobenzofuran is an anti-tumor preparation benzofuran sulfonylurea compound l1, HIV protease inhibitor amino acid hydroxyethylaminosulfonyl, matrix metalloproteinase inhibitor arylsulfinamide hydroxamic acid and other intermediate raw materials. |
| preparation | step 1: synthesis of 2-phenoxyethanol 200ml of anhydrous ethanol is added to a 10000m L three-necked round bottom bottle, sodium metal (23g) is dissolved in it, then phenol (94g,900mL) and 2-chloroethanol (700mL) are added respectively, and the reaction mixture is heated and refluxed until neutral. During the reaction, the running board tracks the reaction (developing agent: chloroform: methanol: benzene = 200:1:1 ; Rf = 0.3). Distillate ethanol under reduced pressure with a rotary evaporator and add 500mL of distilled water. Then extract with ether three times (about 400mL each time), and wash with dilute sodium hydroxide and distilled water several times (remove phenol). Then the ether is removed by atmospheric distillation, and the residue is distilled under reduced pressure to collect a fraction of 163-166°C(18mmHg). The ether is a colorless thick liquid, bp : 240-246 ℃, refractive index: 1.532 ,d:1.1002, insoluble in water, but soluble in ether and alcohol (yield: 75%). Step 2: Synthesis of 2, 3-Dihydrobenzofuran 2-phenoxyethanol (50g) and zinc chloride (5g) were added to a 250mL three-necked round bottom flask, mixed, stirred and heated to 225°C for reflux, and then slowly reduced to 190C for reflux. The reaction exceeded 5h, and the reaction was followed by a running plate during the reaction (spreading agent: chloroform: methanol: benzene = 20:1:1 ; Rf = 0.6). Cooling, vacuum distillation, collection of (88-90)°C( 18mmHg) fractions to obtain the title compound. The compound is colorless liquid, B p : 188-189 ℃, refractive index: 1.549,d 1.053, yield: (70%). |
| Biological activity | Coumaran (2,3-Dihydrobenzofuran) is a (AChE) inhibitor extracted from L. camara. Coumaran can be used as biopesticides. |
Last Update：2024-04-09 21:04:16
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