2,5-dihydrofuran

1-oxa-3-cyclopentene

CAS: 1708-29-8 C4 H6 O MW: 70.09102000

Identification

Name2,5-dihydrofuran
IUPAC2,5-dihydrofuran
CAS Number1708-29-8
EINECS216-957-4
FDA UNIIHD0TIE091T
Molecular FormulaC4 H6 O
Molecular Weight70.09102000
MDL NumberMFCD00003219
Nikkaji NumberJ41.176K
Beilstein103174
XlogP30.50 (est)

Regulatory

Physical Properties

Appearance colorless to pale yellow clear liquid (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.94400 to 0.94700 @ 20.00 °C.
Pounds per Gallon - (est). 7.864 to 7.889
Refractive Index 1.43100 to 1.43400 @ 20.00 °C.
Melting Point 66.50 °C. @ 760.00 mm Hg
Boiling Point 66.00 to 67.00 °C. @ 760.00 mm Hg, 69.00 to 70.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure 145.436996 mmHg @ 25.00 °C. (est)
Flash Point 2.00 °F. TCC ( -16.70 °C. ) (est)
logP (o/w) 0.460
Soluble in mineral oil
Insoluble in water

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryinformation only not used for fragrances or flavors
Recommendation for 2,5-dihydrofuran usage levels up tonot for fragrance use.
Recommendation for 2,5-dihydrofuran flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

sauromatum guttatum

Synonyms

1-oxa-3- cyclopentene 2,5- dihydro-furan furan, 2,5-dihydro- 3- oxolene PubMed: Fluorescent push-pull pH-responsive probes for ratiometric detection of intracellular pH. PubMed: Easily accessible and highly tunable bisphosphine ligands for asymmetric hydroformylation of terminal and internal alkenes. PubMed: Organic free radicals in clathrate hydrates investigated by muon spin spectroscopy. PubMed: A general strategy for organocatalytic activation of C-H bonds via photoredox catalysis: direct arylation of benzylic ethers. PubMed: Anion sensing and F(-)-induced reversible photoreaction of D-π-A type dye containing imidazole moiety as donor. PubMed: A fluorescent colorimetric pH sensor and the influences of matrices on sensing performances. PubMed: Nucleoside analogues with a 1,3-diene-Fe(CO)3 substructure: stereoselective synthesis, configurational assignment, and apoptosis-inducing activity. PubMed: Asymmetric cross-dimerization between methyl methacrylate and substituted alkene by Ru(0)-bicyclononadiene complex. PubMed: A ratiometric fluorescent probe based on a BODIPY-DCDHF conjugate for the detection of hypochlorous acid in living cells. PubMed: Libraries of bisdiazaphospholanes and optimization of rhodium-catalyzed enantioselective hydroformylation. PubMed: Palladium-catalyzed reactions of enol ethers: access to enals, furans, and dihydrofurans. PubMed: Isolation of thuridillins D-F, diterpene metabolites from the Australian sacoglossan mollusk Thuridilla splendens; relative configuration of the epoxylactone ring. PubMed: A colorimetric and fluorescent chemosensor for Ni2+ based on donor-pi-acceptor charge transfer dye containing 2-cyanomethylene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran acceptor and 4-bis(pyridin-2-ylmethyl)aminobenzene donor. PubMed: Highly selective asymmetric Rh-catalyzed hydroformylation of heterocyclic olefins. PubMed: Exploiting the ring strain in bicyclo[2.2.1]heptane systems for the stereoselective preparation of highly functionalized cyclopentene, dihydrofuran, pyrroline, and pyrrolidine scaffolds. PubMed: A new highly selective fluorescent K+ sensor. PubMed: Divergent synthetic routes for ring expansion or cyclization from 1,4-allylic diol derivatives via gold(I) catalysis or zinc(II) mediation. PubMed: Ab initio study of the decomposition of 2,5-dimethylfuran. PubMed: Preparation and characterization of conjugated polymers made by postpolymerization reactions of alternating polyketones. PubMed: Highly cis-selective Rh(I)-catalyzed cyclopropanation reactions. PubMed: Tracking bacterial infection of macrophages using a novel red-emission pH sensor. PubMed: Adsorption and reactivity of 2,3-dihydrofuran and 2,5-dihydrofuran on Pd(111): influence of the C=C position on the reactivity of cyclic ethers. PubMed: Highly enantioselective hydroformylation of dihydrofurans catalyzed by hybrid phosphine-phosphonite rhodium complexes. PubMed: Star-shaped donor-pi-acceptor conjugated molecules: synthesis, properties, and modification of their absorptions features. PubMed: Bright, Red Single-Molecule Emitters: Synthesis and Properties of Environmentally Sensitive Dicyanomethylenedihydrofuran (DCDHF) Fluorophores with Bisaromatic Conjugation. PubMed: Clickable fluorescent dyes for multimodal bioorthogonal imaging. PubMed: Synthesis of 3-vinyl-2,5-dihydrofuran ring system via enyne metathesis. PubMed: Synthesis and property of solvatochromic fluorophore based on D-pi-A molecular system: 2-[[3-cyano-4-(N-ethyl-N-(2-hydroxyethyl)amino)styryl]-5,5-dimethylfuran-2(5H)-ylidene]malononitrile dye. PubMed: Second-order nonlinear optical activity of dipolar chromophores based on pyrrole-hydrazono donor moieties. PubMed: C-C reductive elimination in palladium complexes, and the role of coupling additives. A DFT study supported by experiment. PubMed: DCDHF fluorophores for single-molecule imaging in cells. PubMed: An efficient double 1,2-addition reaction of 2,3-allenoates with allyl magnesium chloride. PubMed: Tests for genotoxicity and mutagenicity of furan and its metabolite cis-2-butene-1,4-dial in L5178Y tk+/- mouse lymphoma cells. PubMed: PdI2-catalyzed coupling-cyclization reactions involving two different 2,3-allenols: an efficient synthesis of 4-(1',3'-dien-2'-yl)-2,5-dihydrofuran derivatives. PubMed: PdCl2/NaI-catalyzed homodimeric coupling-cyclization reaction of 2,3-allenols: an efficient synthesis of 4-(1',3'-dien-2'-yl)-2,5-dihydrofuran derivatives. PubMed: Ambient-pressure organic superconductors kappa-(DMEDO-TSeF)2[Au(CN)4](solv.): Tc tuning by modification of the solvent of crystallization. PubMed: DFT calculations on the cyclic ethers hydrogen-bonded complexes: molecular parameters and the non-linearity of the hydrogen bond. PubMed: Theoretical study of two-photon absorption properties of a series of ferrocene-based chromophores. PubMed: Iridium complex-catalyzed [2+2+2] cycloaddition of alpha,omega-diynes with monoynes and monoenes. PubMed: Rotational spectrum, inversion, and geometry of 2,5-dihydrofuran...ethyne and a generalization about Z...H-C hydrogen bonds. PubMed: Systematic study of the structure-property relationship of a series of ferrocenyl nonlinear optical chromophores. PubMed: Ring-opening reactions of methylenecyclopropanes with diphenyl diselenide upon heating; formation of 3-phenylselenyl-2,5-dihydrofuran derivatives. PubMed: Unsaturated 1,2-amino alcohols and ethers from aziridines and organolithiums. PubMed: Asymmetric synthesis of oxygen heterocycles via Pd-catalyzed dynamic kinetic asymmetric transformations: application to nucleosides. PubMed: Role of temperature in controlling performance of photorefractive organic glasses. PubMed: An expeditious and efficient procedure for the synthesis of unsaturated acyclonucleosides of Z configuration related to D4T. PubMed: Electroreductive intramolecular cyclization of a bromo propargyloxy ester catalyzed by nickel(i) tetramethylcyclam electrogenerated at carbon cathodes in dimethylformamide. PubMed: Efficient preparation of highly optically active (S)-(-)-2,3-allenols and (R)-(+)-2,3-allenyl acetates by a clean novozym-435-catalyzed enzymatic separation of racemic 2,3-allenols. PubMed: Stereoselective synthesis of polysubstituted 2,5-dihydrofurans from reaction of 1,4-dilithio-1,3-dienes with aldehydes. PubMed: Novel bioactive phospholipids: practical total syntheses of products from the oxidation of arachidonic and linoleic esters of 2-lysophosphatidylcholine(1). PubMed: Application of the AAA reaction to the synthesis of the furanoside of C-2-epi-hygromycin A: a total synthesis of C-2-epi-hygromycin A. PubMed: Syntheses of 1,4-benzothiazepines and 1,4-benzoxazepines via cyclizations of 1-[2-arylthio(oxy)ethyl]-5-benzotriazolyl-2-pyrrolidinones and 3-benzotriazolyl-2-[2-arylthio(oxy)ethyl]-1-isoindolinones. PubMed: Preparation of 1,5-disubstituted pyrrolidin-2-ones. PubMed: A short total synthesis of (+)-furanomycin. PubMed: Reactivity of Cl-P(+)-Cl toward cyclic organic ethers. PubMed: Asymmetric Hydroformylation of Heterocyclic Olefins Catalyzed by Chiral Phosphine-Phosphite-Rh(I) Complexes.