2-methyl tetrahydrofuran

furan, tetrahydro-2-methyl-

CAS: 96-47-9 C5 H10 O MW: 86.13390000

Identification

Name2-methyl tetrahydrofuran
IUPAC2-methyloxolane
CAS Number96-47-9
EINECS202-507-4
FDA UNIIFCD0VD8ALF
Molecular FormulaC5 H10 O
Molecular Weight86.13390000
MDL NumberMFCD00005367
Nikkaji NumberJ49.588C
Beilstein0102448
CoE Number10964

Regulatory

Physical Properties

Appearance colorless to pale yellow clear liquid (est)
Assay 97.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.85300 to 0.85700 @ 20.00 °C.
Pounds per Gallon - (est). 7.106 to 7.139
Refractive Index 1.40300 to 1.40700 @ 20.00 °C.
Boiling Point 78.00 to 80.00 °C. @ 760.00 mm Hg
Vapor Pressure 96.759003 mmHg @ 25.00 °C. (est)
Flash Point 12.00 °F. TCC ( -11.11 °C. )
logP (o/w) 1.008 (est)
Shelf Life 6.00 month(s) or longer if stored properly.
Storage refrigerate in tightly sealed containers.
Soluble in alcohol
Insoluble in water

Organoleptic Properties

Substantivity 4 Hour(s)

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral ToxicityNot determined
Dermal Toxicityskin-rabbit LD50 4500 mg/kg
Inhalation Toxicityinhalation-rat LC50 6000 ppm/4H

GHS Classification

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

Safety in Use

Categoryflavoring agents
Recommendation for 2-methyl tetrahydrofuran usage levels up tonot for fragrance use.

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Potential Uses

None Found

Natural Occurrence

coconut sap

Synonyms

furan, 2-methyl-tetrahydro- furan, tetrahydro-2-methyl- 2- methyl oxolane 2- methyl-4,5-dihydrofuran 2- methyloxolane 2- methyltetrahydrofuran tetrahydro-2-methyl furan tetrahydro-2-methylfuran tetrahydrofuran, 2-methyl- PubMed: Direct Detection of a Triplet Vinylnitrene, 1,4-Naphthoquinone-2- ylnitrene in Solution and Cryogenic Matrices. PubMed: Direct transformation of xylan-type hemicelluloses to furfural via SnCl4 catalysts in aqueous and biphasic systems. PubMed: A "naked" Fe(III)-(O₂²⁻)-Cu(II) species allows for structural and spectroscopic tuning of low-spin heme-peroxo-Cu complexes. PubMed: Hydroxo radicals, C-H activation, and Pt-C bond formation from 77 K photolysis of a platinum(IV) hydroxo complex. PubMed: Highly efficient and enzymatic regioselective undecylenoylation of gastrodin in 2-methyltetrahydrofuran-containing systems. PubMed: Conformational control of oligo(p-phenyleneethynylene)s with intrinsic substituent electronic effects: origin of the twist in pentiptycene-containing systems. PubMed: A unified strategy for iron-catalyzed ortho-alkylation of carboxamides. PubMed: Efficient, solvent-free hydrogenation of α-angelica lactone catalysed by Ru/C at atmospheric pressure and room temperature. PubMed: Photoreduction of Pt(IV) chloro complexes: substrate chlorination by a triplet excited state. PubMed: Highly efficient enzymatic synthesis of an ascorbyl unstaturated fatty acid ester with ecofriendly biomass-derived 2-methyltetrahydrofuran as cosolvent. PubMed: Photophysics of platinum tetrayne oligomers: delocalization of triplet exciton. PubMed: Low-temperature combustion chemistry of novel biofuels: resonance-stabilized QOOH in the oxidation of diethyl ketone. PubMed: Excited state properties of chlorophyll f in organic solvents at ambient and cryogenic temperatures. PubMed: Excitation wavelength dependent O2 release from copper(II)-superoxide compounds: laser flash-photolysis experiments and theoretical studies. PubMed: Measurement of the relative mobility of geminate ions in ethereal solutions of aromatic compounds using the fluorescence response of the solutions to pulsed irradiation. PubMed: High-spin S = 2 ground state aminyl tetraradicals. PubMed: Catalytic transfer hydrogenation/hydrogenolysis for reductive upgrading of furfural and 5-(hydroxymethyl)furfural. PubMed: Stepwise protonation and electron-transfer reduction of a primary copper-dioxygen adduct. PubMed: 2-Methyltetrahydrofuran and cyclopentylmethylether: two green solvents for efficient purification of membrane proteins like FhuA. PubMed: Plant-derived juvenile hormone III analogues and other sesquiterpenes from the stem bark of Cananga latifolia. PubMed: U-shaped temperature dependence of rate constant of intramolecular photoinduced charge separation in zinc-porphyrin-bridge-quinone compounds. PubMed: Reaction kinetics of hydrogen abstraction reactions by hydroperoxyl radical from 2-methyltetrahydrofuran and 2,5-dimethyltetrahydrofuran. PubMed: Critical practical aspects in the application of liquid chromatography-mass spectrometric studies for the characterization of impurities and degradation products. PubMed: Chemoselective CaO-mediated acylation of alcohols and amines in 2-methyltetrahydrofuran. PubMed: Highly efficient and regioselective acylation of pharmacologically interesting cordycepin catalyzed by lipase in the eco-friendly solvent 2-methyltetrahydrofuran. PubMed: Enzymatic regioselective acylation of nucleosides in biomass-derived 2-methyltetrahydrofuran: kinetic study and enzyme substrate recognition. PubMed: Mesolysis of radical anions of tetra-, penta-, and hexaphenylethanes. PubMed: Efficient synthesis of phosphatidylserine in 2-methyltetrahydrofuran. PubMed: 2-Methyltetrahydrofuran (2-MeTHF): a biomass-derived solvent with broad application in organic chemistry. PubMed: Ligand-localized triplet-state photophysics in a platinum(II) terpyridyl perylenediimideacetylide. PubMed: Intimate electronic coupling in cationic homodimeric iridium(III) complexes. PubMed: Regioselective enzymatic undecylenoylation of 8-chloroadenosine and its analogs with biomass-based 2-methyltetrahydrofuran as solvent. PubMed: Electronic excitation spectra of radical anions of cyanoethylenes and cyanobenzenes: symmetry adapted cluster-configuration interaction study. PubMed: M-M bond-stretching energy landscapes for M2(dimen)4(2+) (M = Rh, Ir; dimen = 1,8-diisocyanomenthane) complexes. PubMed: Intramolecular charge resonance in dimer radical anions of di-, tri-, tetra-, and pentaphenylalkanes. PubMed: Kinetics and thermochemistry of 2,5-dimethyltetrahydrofuran and related oxolanes: next next-generation biofuels. PubMed: Enhanced asymmetric induction for the copolymerization of CO2 and cyclohexene oxide with unsymmetric enantiopure salenCo(III) complexes: synthesis of crystalline CO2-based polycarbonate. PubMed: New method for C-H arylation/alkylation at α-position of cyclic aliphatic ethers by iron-oxide mediated reaction. PubMed: Terpenoids and hexenes from the leaves of Crataegus pinnatifida. PubMed: Direct hydrocyclization of biomass-derived levulinic acid to 2-methyltetrahydrofuran over nanocomposite copper/silica catalysts. PubMed: Strain effects in electron spin resonance spectroscopy of quintet 2,6-bis(4'-nitrenophenyl)-4-phenylpyridine. PubMed: Conformationally constrained macrocyclic diporphyrin-fullerene artificial photosynthetic reaction center. PubMed: Two glass transitions and secondary relaxations of methyltetrahydrofuran in a binary mixture. PubMed: Thermodynamic and molecular-scale analysis of new systems of water-soluble hydrate formers + CH4. PubMed: One-step catalytic transformation of carbohydrates and cellulosic biomass to 2,5-dimethyltetrahydrofuran for liquid fuels. PubMed: Highly luminescent tetradentate bis-cyclometalated platinum complexes: design, synthesis, structure, photophysics, and electroluminescence application. PubMed: Electronic spectra of two long-lived photoproducts: double-proton transfer in 7-hydroxyquinoline dimer in a 2-methyltetrahydrofuran glass matrix. PubMed: Electron spin resonance studies of the reorientational motion of Ni(mnt)2(-). PubMed: Copper(I)/O2 chemistry with imidazole containing tripodal tetradentate ligands leading to mu-1,2-peroxo-dicopper(II) species. PubMed: Molecular structure and magnetic parameters of septet 2,4,6-trinitrenotoluene. PubMed: Temperature dependence of blue phosphorescent cyclometalated Ir(III) complexes. PubMed: A push-pull aromatic chromophore with a touch of merocyanine. PubMed: Syntheses, structural characterization and photophysical properties of 4-(2-pyridyl)-1,2,3-triazole rhenium(I) complexes. PubMed: Triplet formation involving a polar transition state in a well-defined intramolecular perylenediimide dimeric aggregate. PubMed: Unexpectedly similar charge transfer rates through benzo-annulated bicyclo[2.2.2]octanes. PubMed: Theoretical study of pyrazolate-bridged dinuclear platinum(II) complexes: interesting potential energy curve of the lowest energy triplet excited state and phosphorescence spectra. PubMed: Photophysics of diplatinum polyynediyl oligomers: chain length dependence of the triplet state in sp carbon chains. PubMed: Copper(I) complex O(2)-reactivity with a N(3)S thioether ligand: a copper-dioxygen adduct including sulfur ligation, ligand oxygenation, and comparisons with all nitrogen ligand analogues. PubMed: Photophysical properties of highly luminescent copper(I) halide complexes chelated with 1,2-bis(diphenylphosphino)benzene. PubMed: Structures of the hexafluorocyclopropane, octafluorocyclobutane, and decafluorocyclopentane radical anions probed by experimental and computational studies of anisotropic electron spin resonance (ESR) spectra. PubMed: Dioxygen reactivity of a copper(I) complex with a N3S thioether chelate; peroxo-dicopper(II) formation including sulfur-ligation. PubMed: Dual fluorescence from an isonido ReIII rhenacarborane phosphine complex, [7,10-mu-H-7-CO-7,7-(PPh3)2-isonido-7,8,9-ReC2B7H9]. PubMed: Emission spectroscopic investigation of triplet diarylcarbene generated in molecular sieve VPI-5. PubMed: Photoinduced long-lived charge separation in a tetrathiafulvalene-porphyrin-fullerene triad detected by time-resolved electron paramagnetic resonance. PubMed: Dual electron transfer pathways from 4,4'-dimethoxybenzophenone ketyl radical in the excited state to parent molecule in the ground state. PubMed: Ultrafast energy migration in platinum(II) diimine complexes bearing pyrenylacetylide chromophores. PubMed: Structures of tetrafluorocyclopropene, hexafluorocyclobutene, octafluorocyclopentene and related perfluoroalkene radical anions revealed by electron spin resonance spectroscopic and computational studies. PubMed: Conversion of intramolecular singlet electron transfer at room temperature into triplet energy transfer at 77 K: photoisomerization in norbornadiene- and carbazole-labeled poly(aryl ether) dendrimers. PubMed: Synthesis and characterization of ruthenacarborane complexes incorporating chelating N-donor ligands: unexpected luminescence from the complex [3-CO-3,3-kappa2-Me2N(CH2)2NMe2]-closo-3,1,2-RuC2B9H11]. PubMed: Electronic coupling effects on photoinduced electron transfer in carotene-porphyrin-fullerene triads detected by time-resolved EPR. PubMed: Europium(II) and ytterbium(II) cyclic organohydroborates with agostic interactions. PubMed: Photochemistry of 4-(2-nitrophenyl)-1,4-dihydropyridines. Evidence for electron transfer and formation of an intermediate. PubMed: Triplet excitation transfer in glassy systems: spatial and spectral diffusion. PubMed: Platinum(II) 1,10-phenanthroline complexes of acetylides containing redox-active groups. PubMed: Synthesis and characterization of phenanthrylphosphine gold complex: observation of Au-induced blue-green phosphorescence at room temperature. PubMed: Generation and characterization of highly strained dibenzotetrakisdehydro[12]- and dibenzopentakisdehydro[14]annulenes. PubMed: Competition between superexchange-mediated and sequential electron transfer in a bridged donor-acceptor system. PubMed: Dynamics of glass-forming liquids. VIII. Dielectric signature of probe rotation and bulk dynamics in branched alkanes. PubMed: Triplet diphenylcarbenes protected by o-Aryl groups. PubMed: Solvent control of spin-dependent charge recombination mechanisms within donor-conjugated bridge-acceptor molecules. PubMed: Self-assembly of supramolecular light-harvesting arrays from covalent multi-chromophore perylene-3,4:9,10-bis(dicarboximide) building blocks. PubMed: Spin delocalization by triple-bonded functionalities in propargyl and heteropropargyl radicals, assessed from the EPR-spectral D parameter of 1,3-cyclopentanediyl triplet diradicals. PubMed: Excited-state symmetry breaking in cofacial and linear dimers of a green perylenediimide chlorophyll analogue leading to ultrafast charge separation. PubMed: Spin delocalization in 1-heteroallyl monoradicals as a measure of radical stabilization by heterovinyl substituents assessed through the EPR-spectral zero-field D parameter of 1,3-cyclopentanediyl triplet diradicals. PubMed: Hydrogen atom abstraction reactions of charged polyaromatic sigma-radicals related to the active intermediates of the enediyne antitumor drugs. PubMed: The EPR-Spectral D Parameter of Photochemically Generated Cyclopentane-1,3-diyl Triplet Diradicals as a Quantitative Measure of Spin Delocalization in Vinyl-, Phenyl-, and Carbonyl-Substituted Radicals. PubMed: Photoswitched singlet energy transfer in a porphyrin-spiropyran dyad. PubMed: Synthesis and characterization of several dicopper(I) complexes and a spin-delocalized dicopper(I,II) mixed-valence complex using a 1,8-naphthyridine-based dinucleating ligand. PubMed: Driving force and electronic coupling effects on photoinduced electron transfer in a fullerene-based molecular triad PubMed: Steric influence of E- or Z-monosubstituted and terminally disubstituted vinyl groups in matrix-isolated cyclopentane-1,3-diyl triplet diradicals as probed by the zero-field EPR D parameter PubMed: The D parameter of vinyl-substituted 1,3-cyclopentanediyl triplet diradicals as a sensitive tool To determine electronic substituent effects in allylic radicals PubMed: Reactivity of Cl-P(+)-Cl toward cyclic organic ethers. PubMed: The D Parameter (EPR Zero-Field Splitting) of Localized 1,3-Cyclopentanediyl Triplet Diradicals as a Measure of Electronic Substituent Effects on the Spin Densities in Para-Substituted Benzyl-Type Radicals. PubMed: Phosphorescence of nucleic acids and DNA components at 77 K. PubMed: Some aspects of room-temperature phosphorescence in liquid solutions. PubMed: 2-methyltetrahydrofuran--lithium hexafluoroarsenate: a superior electrolyte for the secondary lithium electrode. PubMed: EPR study of the effect of concentration on the mechanism of the photochemical reaction of acridine and quinoline with 2-methyltetrahydrofuran. PubMed: Delineation of the intimate details of the backbone conformation of pyridine nucleotide coenzymes in aqueous solution.