2,3-Dihydrofuran
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Basic information
- CAS
1191-99-7- Standard SMILES
C1=COCC1- InChIKey
JKTCBAGSMQIFNL-UHFFFAOYSA-N- Molecular formula
- C4H6O
- Average molar mass
- 70.09 g/mol
- Monoisotopic mass
- 70.04186481
Overview
2,3-dihydrofuran is a dihydrofuran.
Names & identifiers
- Preferred name
- 2,3-Dihydrofuran
- IUPAC
- 2,3-dihydrofuran
- English name
- 2,3-Dihydrofuran
- Molecular formula
- C4H6O
- Molecular weight
- 70.09
Names & synonyms
2,3-Dihydrofuran1191-99-7Furan, 2,3-dihydro-4,5-Dihydrofuran07M2EY3BG1NSC-85221DTXSID9061594CHEBI:51662RefChem:81727DTXCID7033492214-747-72,3 dihydrofuran
Show more names
2,3-dihydro-fura2,3-dihydrofuran stab.NSC 852212,3-DIHYDROFURANE2,3-Dihydrogenfuran2,3-Dihydrofuran >
2,3-DHFMFCD0000320536312-17-1Furan, dihydro-75454-45-4Furan, 2,3-dihydro-, homopolymer4,5-Dihydrofuran; NSC 85221;2,3dihydrofuran
Database identifiers
- CAS
1191-99-7、36312-17-1- PubChem CID
- 70934
- DTXSID
DTXSID9061594- ChEBI
CHEBI:51662- UNII
- 07M2EY3BG1
- EC Number
- 214-747-7
- Nikkaji
- J41.161B
Properties
Computed structural propertiesFilling in
- XLogP
- 0.8
- Topological polar surface area
- 9.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 5
- Formal charge
- 0
- Complexity
- 47.6
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Ethers, Other
SpringerMaterials PropertiesCoriolis coupling
Physical Description
Liquid
Colorless liquid; [MSDSonline]
Physicochemical properties
- Melting point
- 280 °C · 280 °C(Solv: trichloroethylene (79-01-6); ethanol (64-17-5))
- Boiling point
- 54 · 54-55 °C (lit.)
- Density
- 0.927 g/mL · 0.927 g/mL at 25 °C (lit.)
- vapor pressure
- 14.46 psi · 14.46 psi ( 55 °C)
- refractive index
- 20 · n20/D 1.423(lit.)
- Flash point
- 12 °F · −12 °F
- storage temp.
- 2 · 2-8°C
- solubility
- soluble in Chloroform
- form
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H225 (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.
Hazard information
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/20474
Furan, 2,3-dihydro-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryHighly flammable; May form explosive peroxides; An irritant; [MSDSonline] See Furan.
Peroxide Forming Chemical
2,3-Dihydrofuran
D*: Other compounds that may form peroxides
Bretherick's
Hazard Classes and CategoriesFlam. Liq. 2 (100%)
Toxicology
Adverse EffectsNeurotoxin - Acute solvent syndrome
Safety data
Chemistry & industry
Uses & manufacturing
U.S. Production2023: 50,000 - <250,000 lb
Industry UsesIntermediate
General Manufacturing Information
Pharmaceutical and Medicine Manufacturing
Furan, 2,3-dihydro-: ACTIVE
Applications
Uses2,3-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.
Uses2,3-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 DescriptionThe enantioselective Heck arylation of 2,3-dihydrofuran with aryl iodides was studied.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
170 records
Compound notes
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