Tetrahydrofuran

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H8O
Molecular Weight	72.1057
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1CCOC1

InChI

InChIKey=WYURNTSHIVDZCO-UHFFFAOYSA-N

InChI=1S/C4H8O/c1-2-4-5-3-1/h1-4H2

HIDE SMILES / InChI

Molecular Formula	C4H8O
Molecular Weight	72.1057
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
HPLC analysis of 4-chlorophenyl methyl sulphide and diphenyl sulphide and their corresponding sulphoxides and sulphones in rat liver microsomes.	2002-01-01	11682239
Constraining of small-ring cyclic ether triads by stereodefined spiroannulation to an inositol orthoformate platform. Solution- and gas-phase alkali metal binding affinities for three- to five-membered ring structural combinations.	2001-12-14	11735548
Theoretical studies of mechanisms and kinetic isotope effects on the decarboxylation of orotic acid and derivatives.	2001-12-05	11724615
Cytotoxic mono-tetrahydrofuran ring acetogenins from leaves of Annona montana.	2001-12	11745023
The synthesis of [26,27-11C]dihydroxyvitamin D(3), a tracer for positron emission tomography (PET).	2001-12	11711287
In vitro dermal absorption of flame retardant chemicals.	2001-12	11696400
Hydrophilic polymer supports for solid-phase synthesis: preparation of poly(ethylene glycol) methacrylate polymer beads using "classical" suspension polymerization in aqueous medium and their application in the solid-phase synthesis of hydantoins.	2001-11-13	11703153
(F(8)TPP)Fe(II)/O(2) reactivity studies [F(8)TPP = tetrakis(2,6-difluorophenyl)porphyrinate(2-)]: spectroscopic (UV-Visible and NMR) and kinetic study of solvent-dependent (Fe/O(2) = 1:1 or 2:1) reversible O(2)-reduction and ferryl formation.	2001-11-05	11681882
A solution of borane in tetrahydrofuran. A stereoselective reducing agent for reduction of cyclic ketones to thermodynamically more stable alcohols.	2001-11-02	11681970
Furoplocamioids A-C, novel polyhalogenated furanoid monoterpenes from Plocamium cartilagineum.	2001-11	11720518
Rationally designed anti-mitotic agents with pro-apoptotic activity.	2001-11	11562303
Platinum-containing hyper-cross-linked polystyrene as a modifier-free selective catalyst for L-sorbose oxidation.	2001-10-31	11673981
Formation of cyclic ethers via the palladium-catalyzed cycloaddition of activated olefins with allylic carbonates having a hydroxy group at the terminus of the carbon chain.	2001-10-19	11597242
Oxa bowls: studies toward hexaoxa-[6]-peristylane. Synthesis of a seco-derivative of hexaoxa-[6]-peristylane.	2001-10-19	11597209
Oxa bowls: synthesis and C-H...O mediated solid state structure of pentaoxa-[5]-peristylane.	2001-10-19	11597208
A helical arrangement of beta-substituents of dehydropeptides: synthesis and conformational study of sequential nona- and dodecapeptides possessing (Z)-beta-(1-naphthyl)dehydroalanine residues.	2001-10-15	11514939
Improved synthesis of C-terminal peptide thioesters on "safety-catch" resins using LiBr/THF.	2001-10-04	11574025
Palladium-catalyzed cyclization of allylsilanes with nucleophilic displacement of the silyl group.	2001-10-01	11686587
Photochemistry of methoxyhydroquinone and methoxy-p-benzoquinone in solution related to the photoyellowing of the lignocellulosics.	2001-10	11683033
Lipase-catalyzed chemo- and enantioselective acetylation of 2-alkyl/aryl-3-hydroxypropiophenones.	2001-10	11557352
Preparation and blood compatibility of polysiloxane/liquid-crystal composite membranes.	2001-10	11519778
Novel class of DNA binding motifs based on bistetrahydrofuran and bisfuran skeleton with long alkyl chains.	2001-09-21	11563072
Laurenanes: fenestranes with a twist.	2001-09-21	11559198
DIBALH mediated reduction of the acetal moiety on perhydrofuro[2,3-b]pyran derivatives.	2001-09-21	11553355
NMR spectroscopic investigations of mixed aggregates underlying highly enantioselective 1,2-additions of lithium cyclopropylacetylide to quinazolinones.	2001-09-19	11552822
Palladium-catalyzed tandem dimerization and cyclization of acetylenic ketones: a convenient method for 3,3'-bifurans using PdCl2(PPh3)2.	2001-09-07	11529726
Metathesis-based monoliths: influence of polymerization conditions on the separation of biomolecules.	2001-09-01	11569794
Intramolecular capture of pummerer reaction intermediates by an aromatic nucleophile: selective construction of 1,4-benzothiazine and indole ring systems.	2001-09	11558599
Synthesis and X-ray crystal structure determination of first examples of donor-functionalized terphenyl lanthanide complexes.	2001-08-27	11511229
Anodic coupling reactions: probing the stereochemistry of tetrahydrofuran formation. A short, convenient synthesis of linalool oxide.	2001-08-23	11506609
A versatile synthesis of substituted benzimidazolium salts by an amination/ring closure sequence.	2001-08-23	11506606
Diverse cyclization catalyzed by In(OTf)3 for the convergent assembly of substituted tetrahydrofurans and tetrahydropyrans.	2001-08-23	11506605
Stereocontrolled construction of tetrahydrofurans and gamma-butyrolactones using organomolybdenum chemistry.	2001-08-23	11506604
The acidity of chloro-substituted benzenes: a comparison of gas phase, ab initio, and kinetic data.	2001-08-17	11560321
The structure of hypericin in solution. Searching for hypericin's 1,6 tautomer.	2001-08	11547556
Annomocherin, annonacin and annomontacin: a novel and two known bioactive mono-tetrahydrofuran annonaceous acetogenins from Annona cherimolia seeds.	2001-08	11534761
Characterization and applications of etched chemically modified capillaries for open-tubular capillary electrochromatography.	2001-08	11519968
Separation of strength and selectivity of mobile phase by spectral mapping technique.	2001-08	11507717
Di-mu-phenylthio-bis[bis(eta5-methyl-cyclopentadienyl)(tetrahydrofuran)-lanthanum(III)] bis(tetrahydrofuran) solvate.	2001-08	11498600
Preparation of stable, highly active and immobilized glucose oxidase using the anti-enzyme antibodies and F(ab)'2.	2001-08	11483149
Synthesis and X-ray characterization of the phosphido-carbonyl cluster anions.	2001-07-30	11466048
Synthesis of triamidoamine ligands of the type (ArylNHCH(2)CH(2))(3)N and molybdenum and tungsten complexes that contain an [ArylNCH(2)CH(2))(3)N]3- ligand.	2001-07-30	11466042
Optical control of electrons during electron transfer.	2001-07-20	11463907
First stereoselective synthesis of (+)-magnostellin C, a tetrahydrofuran type of lignan bearing a chiral secondary benzyl alcohol.	2001-07	11515539
Photodynamic studies of metallo 5,10,15,20-tetrakis(4-methoxyphenyl) porphyrin: photochemical characterization and biological consequences in a human carcinoma cell line.	2001-07	11460532
Comparison of chromatographic properties of cyanopropyl-, diol- and aminopropyl- polar-bonded stationary phases by the retention of model compounds in normal-phase liquid chromatography systems.	2001-06-01	11459310
Photoacoustic calorimetry and quantum yields of Mo(CO)(6) ligand exchange in linear alkanes: determination of volume of reaction, energetics, and kinetics of nucleophile displacement of alkane from Mo(CO)(5)(alkane).	2001-05-30	11457323
Asymmetric inter- and intramolecular cyclopropanation of alkenes catalyzed by chiral ruthenium porphyrins. Synthesis and crystal structure of a chiral metalloporphyrin carbene complex.	2001-05-09	11457174
Use of aromatic radical-anions in the absence of THF. Tandem formation and cyclization of benzyllithiums derived from the attack of homo- and bishomoallyllithiums on alpha-methylstyrenes: two-pot synthesis of cuparene.	2001-04-18	11472119
New aspects in matrix-assisted laser desorption/ionization time-of-flight mass spectrometry: a universal solvent-free sample preparation.	2001	11466797

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:47:30 GMT 2025` Edited by `admin` on `Mon Mar 31 18:47:30 GMT 2025`
Record UNII	3N8FZZ6PY4
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-57858

Preferred Name

English

Tetrahydrofuran

Systematic Name

English

THF

Common Name

English

Tetrahydrofuran [IARC]

Common Name

English

Oxolane

Common Name

English

Tetrahydrofuran [MI]

Common Name

English

Tetrahydrofuran [USP-RS]

Common Name

English

Tetrahydrofuran [HSDB]

Common Name

English

Classification Tree Code System Code

CFR

21 CFR 175.320