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Category:pharmaceuticals / chemical synthisis
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | colorless clear liquid (est) |
| Assay: | 97.00 to 100.00
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| Food Chemicals Codex Listed: | No |
| Specific Gravity: | 0.92700 @ 25.00 °C.
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| Refractive Index: | 1.42300 @ 20.00 °C.
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| Boiling Point: | 54.00 to 55.00 °C. @ 760.00 mm Hg
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| Vapor Pressure: | 14.460000 mmHg @ 55.00 °C. |
| Flash Point: | -4.00 °F. TCC ( -20.00 °C. )
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| logP (o/w): | -0.034 (est) |
| Soluble in: |
| | alcohol | | | water, 3.273e+004 mg/L @ 25 °C (est) |
| Insoluble in: |
| | water |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
| European information : |
| Most important hazard(s): | | Xn - Harmful. |
R 19 - May form explosive peroxides. R 22 - Harmful if swallowed. R 36 - Irritating to eyes. S 01/02 - Keep locked up and out of the reach of children. S 16 - Keep away from sources of ignition - No Smoking. S 20/21 - When using do not eat, drink or smoke. S 24/25 - Avoid contact with skin and eyes. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 33 - Take precautionary measures against static discharge. S 37/39 - Wear suitable gloves and eye/face protection.
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
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Not determined
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | | pharmaceuticals / chemical synthisis |
| Recommendation for 2,3-dihydrofuran usage levels up to: | | | not for fragrance use.
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| Recommendation for 2,3-dihydrofuran flavor usage levels up to: |
| | not for flavor use.
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Safety References:
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| 2,3- | DHF | | 2,3- | dihydro-furan | | | furan, 2,3-dihydro- |
Articles:
| PubMed:Palladium catalyzed heck arylation of 2,3-dihydrofuran-effect of the palladium precursor. |
| PubMed:Metabolic profiling framework for discovery of candidate diagnostic markers of malaria. |
| PubMed:Design, synthesis, and structure-activity relationships of dihydrofuran-2-one and dihydropyrrol-2-one derivatives as novel benzoxazin-3-one-based mineralocorticoid receptor antagonists. |
| PubMed:Organocatalyzed anion relay leading to functionalized 2,3-dihydrofurans. |
| PubMed:Libraries of bisdiazaphospholanes and optimization of rhodium-catalyzed enantioselective hydroformylation. |
| PubMed:Inner workings of a cinchona alkaloid catalyzed oxa-Michael cyclization: evidence for a concerted hydrogen-bond-network mechanism. |
| PubMed:Palladium-catalyzed asymmetric Heck arylation of 2,3-dihydrofuran--effect of prolinate salts. |
| PubMed:Time resolved infrared spectroscopy: kinetic studies of weakly binding ligands in an iron-iron hydrogenase model compound. |
| PubMed:Phosphine-catalyzed domino reaction for the synthesis of conjugated 2,3-dihydrofurans from allenoates and Nazarov reagents. |
| PubMed:Highly selective asymmetric Rh-catalyzed hydroformylation of heterocyclic olefins. |
| PubMed:Bicunningines A and B, two new dimeric diterpenes from Cunninghamia lanceolata. |
| PubMed:Functionalized 2,3-dihydrofurans via palladium-catalyzed oxyarylation of α-allyl-β-ketoesters. |
| PubMed:Domino reactions consisting of heterocyclization and 1,2-migration-redox-neutral and oxidative transition-metal catalysis. |
| PubMed:BINAP versus BINAP(O) in asymmetric intermolecular Mizoroki-Heck reactions: substantial effects on selectivities. |
| PubMed:β-(Trifluoromethyl)vinyl sulfonium salts: preparation and reactions with active methylene and methenyl compounds. |
| PubMed:Formation mechanism of furfuryl sulfides from o-furfuryl dithiocarbonates: density functional theory study for aromatic [3,3]-sigmatropic rearrangement. |
| PubMed:Novel biodegradation pathways of cyclohexane by Rhodococcus sp. EC1. |
| PubMed:A cascade process for the synthesis of gem-difluoromethylene compounds. |
| PubMed:Mechanism of resistance to GS-9148 conferred by the Q151L mutation in HIV-1 reverse transcriptase. |
| PubMed:Phosphite-oxazole/imidazole ligands in asymmetric intermolecular Heck reaction. |
| PubMed:Facile domino access to chiral mono-, bi-, and tricyclic 2,3-dihydrofurans. |
| PubMed:Furan approach to vitamin D analogues. Synthesis of the A-ring of calcitriol and 1α-hydroxy-3-deoxyvitamin D(3). |
| PubMed:An integrated microreactor system for self-optimization of a Heck reaction: from micro- to mesoscale flow systems. |
| 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:Construction of 2,3-dihydrofuran cores through the [3+2] cycloaddition of gold alpha-carbonylcarbenoids with alkenes. |
| PubMed:Copper(II)-catalyzed highly diastereoselective three-component reactions of aryl diazoacetates with alcohols and chalcones: an easy access to furan derivatives. |
| PubMed:Efficient and highly selective method for the synthesis of benzo(naphtho)quinoline derivatives catalyzed by iodine. |
| PubMed:Cyclobutane amino acid analogues of furanomycin obtained by a formal [2 + 2] cycloaddition strategy promoted by methylaluminoxane. |
| PubMed:Diastereoselective synthesis of trans-2,3-dihydrofurans with pyridinium ylide assisted tandem reaction. |
| PubMed:Displacement kinetics of eta(2)-bound furan and 2,3-dihydrofuran from Mn and Cr centers: evidence for the partial dearomatization of the furan ligand. |
| PubMed:Unexpected Pd-catalyzed coupling, propargyl-allenyl isomerization and alder-ene reaction: facile synthesis of some not readily available 2,3-dihydrofuran derivatives. |
| PubMed:Synthesis, characterization and biological activity of ring-substituted 6-benzylamino-9-tetrahydropyran-2-yl and 9-tetrahydrofuran-2-ylpurine derivatives. |
| PubMed:Vinylic C--H borylation of cyclic vinyl ethers with bis(pinacolato)diboron catalyzed by an Iridium(I)-dtbpy complex. |
| PubMed:Ring-enlargement of dimethylaminopropenoyl cyclopropanes: an efficient route to substituted 2,3-dihydrofurans. |
| PubMed:Pd-catalyzed sequential reactions via allene intermediate for the synthesis of polycyclic frameworks containing 2,3-dihydrofuran units. |
| PubMed:A gold(I)-catalyzed intramolecular reaction of propargylic/homopropargylic alcohols with oxirane. |
| PubMed:A dramatic switch of enantioselectivity in asymmetric heck reaction by benzylic substituents of ligands. |
| PubMed:Efficient synthesis of (3R,3aS,6aR)- hexahydrofuro[2,3-b]furan-3-ol from glycolaldehyde. |
| PubMed:Putative structure and characteristics of a red water-soluble pigment secreted by Penicillium marneffei. |
| PubMed:1-Oxo-5-hydroxytryptamine: a surprisingly potent agonist of the 5-HT3 (serotonin) receptor. |
| PubMed:Enantio- and regioselective heck-type reaction of arylboronic acids with 2,3-dihydrofuran. |
| PubMed:A metathesis-based approach to the synthesis of furans. |
| PubMed:Copper-catalyzed asymmetric [4+1] cycloadditions of enones with diazo compounds to form dihydrofurans. |
| PubMed:Synthesis, antimicrobial activity, and QSAR studies of furan-3-carboxamides. |
| PubMed:Kinetics of proton transfer from benzo[b]-2,3-dihydrofuran-2-one and benzo[b]-2,3-dihydrothiophene-2-one. Effect of anion aromaticity on intrinsic barriers. |
| PubMed:The reaction of phenyl radical with molecular oxygen: a G2M study of the potential energy surface. |
| PubMed:An efficient synthesis of novel pyrano[2,3-d]- and furopyrano[2,3-d]pyrimidines via indium-catalyzed multi-component domino reaction. |
| PubMed:Synthesis of 2,3-trans disubstituted tetrahydrofurans through sequential xanthate radical addition-substitution reactions. |
| PubMed:Iridium complex-catalyzed [2+2+2] cycloaddition of alpha,omega-diynes with monoynes and monoenes. |
| PubMed:An efficient carbonyl-alkene metathesis of bicyclic oxetanes: photoinduced electron transfer reduction of the Paternò-Büchi adducts from 2,3-dihydrofuran and aromatic aldehydes. |
| PubMed:Regio- and stereoselective homocoupling of gamma-arylated tert-propargyl alcohols with liberation of a ketone molecule and successive cyclization to produce fluorescent dihydrofuran derivatives. |
| PubMed:Regioselective synthesis of trisubstituted 2,3-dihydrofurans from donor-acceptor cyclopropanes or from reaction of the Corey ylide with alpha-sulfenyl-, alpha-sulfinyl-, or alpha-sulfonylenones. |
| PubMed:Short, enantioselective total synthesis of aflatoxin B2 using an asymmetric [3+2]-cycloaddition step. |
| PubMed:Kishner's reduction of 2-furylhydrazone gives 2-methylene-2,3-dihydrofuran, a highly reactive ene in the ene reaction. |
| PubMed:First successful application of diphosphite ligands in the asymmetric hydroformylation of dihydrofurans. |
| PubMed:Inhibition of diethyl ether degradation in Rhodococcus sp. strain DEE5151 by glutaraldehyde and ethyl vinyl ether. |
| PubMed:Substantial (2)h-magnetic isotope effects on the diastereoselectivity of triplet photocycloaddition reactions. |
| PubMed:Zirconium-mediated coupling reactions of amines and enol or allyl ethers: synthesis of allyl- and homoallylamines. |
| PubMed:Asymmetric dearomatization of the furan ring promoted by conjugate organolithium addition to (menthyloxy)(3-furyl)carbene complexes of chromium. |
| PubMed:Asymmetric synthesis of oxygen heterocycles via Pd-catalyzed dynamic kinetic asymmetric transformations: application to nucleosides. |
| PubMed:Synthesis of (+)-manoalide via a copper(I)-mediated 1,2-metalate rearrangement. |
| PubMed:Domino reactions of 4,5-dicyanopyridazine with dihydroheterocycles: synthetic and mechanistic features. |
| PubMed:Synthesis and antiviral activity of novel erythrofuranosyl imidazo[1,2-a]pyridine C-nucleosides constructed via palladium coupling of iodoimidazo[1,2-a]pyridines and dihydrofuran. |
| PubMed:Uncatalyzed [4 + 2] cycloadditions of 3-nitrocoumarins with vinyl ethers in solventless conditions. A new entry to chromene derivatives. |
| PubMed:Asymmetric synthesis of anti-homopropargylic alcohols from aldehydes and chiral sulfonimidoyl substituted bis(allyl)titanium complexes through generation and elimination of novel chiral alkylidenecarbene (dimethylamino)sulfoxonium ylides. |
| PubMed:Germination inhibitory constituents from Erigeron annuus. |
| PubMed:Comparison of oxygen and sulfur effects on keto-enol chemistry in benzolactone systems: benzo[b]-2,3-dihydrofuran-2-one and -2-thione and benzo[b]-2,3-dihydrothiophene-2-one and -2-thione. |
| PubMed:InCl(3)-catalyzed domino reaction of aromatic amines with cyclic enol ethers in water: a highly efficient synthesis of new 1,2,3,4-tetrahydroquinoline derivatives. |
| PubMed:Pectenotoxin-2 synthetic studies. 1. Alkoxide precoordination to [Rh(NBD)(DIPHOS-4)]BF(4) allows directed hydrogenation of a 2,3-dihydrofuran-3-ol without competing furan production. |
| PubMed:Photo- and radiation-chemical formation and electrophilic and electron transfer reactivities of enolether radical cations in aqueous solution. |
| PubMed:Highly Enantioselective Intermolecular Cu(I)-Catalyzed Cyclopropanation of Cyclic Enol Ethers. Asymmetric Total Synthesis of (+)-Quebrachamine. |
| PubMed:Carbonylation of Alkynyl Epoxides: Synthesis of 5-Hydroxy-2,3-dienoate Esters and 2,3-Dihydrofuran-3-ol Derivatives. |
| PubMed:Methanol addition to dihapto-coordinated rhenium complexes of furan. |
| PubMed:Spin-directed stereoselectivity of carbonyl-alkene photocycloadditions |
| PubMed:Synthesis, resolution, and applications of 2, 2'-bis(diphenylphosphino)-3,3'- binaphtho[2,1-b]furan. |
| PubMed:Quinone approaches toward the synthesis of aflatoxin B(2). |
| PubMed:Reactivity of Cl-P(+)-Cl toward cyclic organic ethers. |
| PubMed:Synthesis and biological investigations of 1-(tetrahydropyran-2'-yl)- and 1-(tetrahydrofuran-2'-yl)benzimidazoles and 1/2-(tetrahydropyran-2'-yl)- and 1/2-(tetrahydrofuran-2'-yl)benzotriazoles. |
| PubMed:2-Methyl-3-oxo-4-phenyl-2,3-dihydrofuran-2-yl acetate: a fluorogenic reagent for detection and analysis of primary amines. |
| PubMed:Asymmetric Hydroformylation of Heterocyclic Olefins Catalyzed by Chiral Phosphine-Phosphite-Rh(I) Complexes. |
| PubMed:The Millimeter-Wave Spectrum of 2,3-Dihydrofuran |
| PubMed:Reactions of alpha-acetoxy-N-nitrosopyrrolidine and alpha-acetoxy-N-nitrosopiperidine with deoxyguanosine: formation of N2-tetrahydrofuranyl and N2-tetrahydropyranyl adducts. |
| PubMed:Novel synthesis of cholesterol analogs: condensation of pregnenolone with dihydropyran or dihydrofuran. |
| PubMed:Toxicity of alkyldihydrofurans to metabolically active organs in the mouse. |
| PubMed:Identification of the n-heptane metabolites in rat and human urine. |
| PubMed:Methodological investigations on the determination of n-hexane metabolites in urine. |
| PubMed:Synthesis and pharmacological activity of some 2,3-dihydrofuran-2,3-dione derivatives. |
| PubMed:Synthesis and biological activities of ftorafur metabolites. 3'- and 4'-hydroxyftorafur. |
| PubMed:The synthesis of amino acids from 2,3-dihydrofuran DL-ornithine, DL-proline, and DL-alpha-amino-delta-hydroxyvaleric acid. |
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