HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dihydrofuran
Furan, 2,3-dihydro- · 2,3-DHF · 2,3-dihydro-fura · 2,3-dihydrofuran stab. · NSC 85221 · 2,3-DIHYDROFURAN · 4,5-Dihydrofuran · 2,3-DIHYDROFURANE
Identifiers & Physical Properties
| CAS No. | 1191-99-7 |
|---|---|
| Molecular formula | C4H6O |
| Average molar mass | 70.09 g/mol |
| Monoisotopic mass | 70.04186481 g/mol |
| SMILES | C1=COCC1 |
| InChIKey | JKTCBAGSMQIFNL-UHFFFAOYSA-N |
| PubChem CID | 70934 |
| ChEBI | CHEBI:51662 |
| EC No. | 214-747-7 |
| DTXSID | DTXSID9061594 |
Chemical & Physical Properties
| XLogP | 0.8 |
|---|---|
| Topological polar surface area | 9.2 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 0 |
| Heavy atoms | 5 |
| Formal charge | 0 |
| Complexity | 47.6 |
| Chemical classes | Other Classes -> Ethers, Other |
| SpringerMaterials Properties | Coriolis coupling |
| Physical Description | LiquidColorless liquid[MSDSonline] |
| Melting point | 280 °C(Solv: trichloroethylene (79-01-6)ethanol (64-17-5)) |
| Boiling point | 54-55 °C (lit.) |
| Density | 0.927 g/mL at 25 °C (lit.) |
| Vapor pressure | 14.46 psi ( 55 °C) |
| Refractive index | n20/D 1.423(lit.) |
| Flash point | −12 °F |
| Storage conditions | 2-8°C |
| Solubility | soluble in Chloroformslightly soluble |
| Physical state | Liquid |
| Color | Clear colorless |
| BRN | 103168 |
| InChIKey | JKTCBAGSMQIFNL-UHFFFAOYSA-N |
| LogP (partition coefficient) | -0.034 (est) |
| CAS DataBase Reference | 1191-99-7(CAS DataBase Reference) |
| FDA UNII | 07M2EY3BG1 |
| NIST Chemistry Reference | Furan, 2,3-dihydro-(1191-99-7) |
| EPA Substance Registry System | Furan, 2,3-dihydro- (1191-99-7) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS02,GHS07 |
| Signal word | Danger |
| GHS hazard statements | H225-H319 |
| GHS precautionary statements | P210-P233-P240-P241-P242-P305+P351+P338 |
| Hazard symbols | F,Xi,Xn |
| Risk statements (R) | 11-19-36-22-2017/11/19 |
| Safety statements (S) | 16-33-39-26-18-36 |
| UN transport number | UN 1993 3/PG 2 |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| Hazard class | 3 |
| Packing group | II |
| Customs code | 29321900 |
| REACH registrations | Inactive |
| Limited quantities | 1.0 L (0.3 gallon) (liquid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) |
Safety & Regulations
| GHS classification | DangerH225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 155 reports by companies from 6 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatory information | Furan, 2,3-dihydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Furan, 2,3-dihydro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Cease Manufacture Update: 31-08-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/20474Furan, 2,3-dihydro-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazards summary | Highly flammableMay form explosive peroxidesAn irritant[MSDSonline] See Furan. |
| Peroxide Forming Chemical | 2,3-DihydrofuranD*: Other compounds that may form peroxidesBretherick's |
| Hazard Classes and Categories | Flam. Liq. 2 (100%) |
| Adverse effects | Neurotoxin - Acute solvent syndrome |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| UN transport number | UN 1993 3/PG 2 |
| Customs code | 29321900 |
| Risk statements (R) | 11-19-36-22-2017/11/19 |
| Signal word | Danger |
| GHS pictogram | GHS02,GHS07 |
| Hazard symbols | F,Xi,Xn |
| Safety statements (S) | 16-33-39-26-18-36 |
| Hazard class | 3 |
| Packing group | II |
| GHS hazard statements | H225-H319 |
| Limited quantities | 1.0 L (0.3 gallon) (liquid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) |
| REACH registrations | Inactive |
| GHS precautionary statements | P210-P233-P240-P241-P242-P305+P351+P338 |
Applications & Uses
Uses
2,3-Dihydrofuran is a versatile reagent used in lanthanide-catalyzed Diels-Alder reactions with 2-pyrones and in Rh(II)-stabilized cycloadditions with vinylcarbenoids. It is applied for alkylation by active methylene compounds, catalyzed by trans-Dichlorobis(triphenyl-phosphine)-palladium(II). It is also used in the preparation of biologically active compounds such as antitumor agents.
Uses
2,3-Dihydrofuran is a dehydration product of tetrahydrofuran (THF). 2,3-Dihydrofuran is also used in the preparation of niologically active compounds such as antitumor agents.
General Description
The enantioselective Heck arylation of 2,3-dihydrofuran with aryl iodides was studied.