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534-22-5,MFCD00003248
Catalog No.:AA003HMG
534-22-5 | 2-Methylfuran
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Purity
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1g
99%
1 week  
$112.00
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5g
99%
1 week  
$113.00
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003HMG
Chemical Name:
2-Methylfuran
CAS Number:
534-22-5
Molecular Formula:
C5H6O
Molecular Weight:
82.1005
MDL Number:
MFCD00003248
IUPAC Name:
2-methylfuran
InChI:
InChI=1S/C5H6O/c1-5-3-2-4-6-5/h2-4H,1H3
InChI Key:
VQKFNUFAXTZWDK-UHFFFAOYSA-N
SMILES:
Cc1ccco1
UNII:
51O3BGW3F2
FEMA Number:
4179
UN Number:
2301
Properties
Computed Properties
 
Complexity:
43.2  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
82.042g/mol
Formal Charge:
0
Heavy Atom Count:
6  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
82.102g/mol
Monoisotopic Mass:
82.042g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
13.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.8  

Synonyms
 
2-methylfuran 
Silvan 
5-Methylfuran 
C029060 
96-47-9 
23425-28-7 
441067-49-8 
64954-34-3 
alpha-Methylfuran 
Furan, methyl- 
Silvan [Czech] 
.alpha.-Methylfuran 
2-METHYL-FURAN 
UNII-51O3BGW3F2 
CCRIS 2920 
NSC 3707 
EINECS 208-594-5 
Sylvan 
MFCD00003248 
UN2301 
BRN 0103733 
AI3-24245 
51O3BGW3F2 
CHEBI:88912 
VQKFNUFAXTZWDK-UHFFFAOYSA-N 
27137-41-3 
WLN: T5OJ B1 
2-Methylfuran, 99%, stabilized 
2-METHYLFURAN 
2methylfuran 
Methyl furan 
2-methylfurane 
alpha -Methylfuran 
EINECS 248-253-8 
Methylfuran (DOT) 
PubChem11230 
AC1L1VYQ 
DSSTox_CID_5611 
DSSTox_RID_77854 
534-22-5 
DSSTox_GSID_25611 
2-Methylfuran, 99%, FG 
5-17-01-00322 (Beilstein Handbook Reference) 
ACMC-209l78 
AC1Q2R63 
CHEMBL1445555 
DTXSID9025611 
CTK1A6077 
KS-00000XCA 
NSC3707 
Silvan 
NSC5211 
2-Methylfuran (ACD/Name 4.0) 
2-Methylfuran, analytical standard 
NSC-3707 
NSC-5211 
ZINC1666987 
Tox21_200203 
ANW-31746 
LS-197 
STL264121 
Methylfuran 
AKOS000120176 
MCULE-3620289319 
RP18394 
RTC-040019 
TRA0010438 
TRA0074450 
UN 2301 
NCGC00091686-01 
NCGC00091686-02 
NCGC00257757-01 
Sylvan 
AN-21295 
BC001078 
CAS-534-22-5 
CJ-27020 
H639 
DB-015962 
FT-0613043 
M0226 
ST24040899 
2-Methylfuran [UN2301] [Flammable liquid] 
Furan, 2-methyl- 
2-Methylfuran, >=98%, stabilized with BHT 
2-Methylfuran [UN2301] [Flammable liquid] 
A829577 
I14-6532 
J-510050 
F0001-1386 
InChI=1/C5H6O/c1-5-3-2-4-6-5/h2-4H,1H 
Z940713482 
2-Methylfuran, contains 200-400 BHT as stabilizer, 99% 
Methylfuran, 2- 
2-Methyl furan 
Furano, 2-metil- 
Methylene, 2-furanyl- 
2-Methylfuran-methyl-d3 
2-METHYLTETRAHYDROFURAN 
C5H6O 
C5-H6-O 
CID10797 
NA2301 
2-Chloro-N-(2,4-dichlorophenyl)acetamide 
2-Methylfuran, 99% - 100ML 100ml 
Literature

Title: The effect of knockout of sulfotransferases 1a1 and 1d1 and of transgenic human sulfotransferases 1A1/1A2 on the formation of DNA adducts from furfuryl alcohol in mouse models.

Journal: Carcinogenesis 20141001

Title: A 28-day gavage toxicity study in male Fischer 344 rats with 2-methylfuran.

Journal: Toxicologic pathology 20140101

Title: Structure-based design, synthesis and molecular modeling studies of thiazolyl urea derivatives as novel anti-parkinsonian agents.

Journal: Medicinal chemistry (Shariqah (United Arab Emirates)) 20121101

Title: Synthesis and spectral studies on Pb(II) dithiocarbamate complexes containing benzyl and furfuryl groups and their use as precursors for PbS nanoparticles.

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Title: Production of p-xylene from biomass by catalytic fast pyrolysis using ZSM-5 catalysts with reduced pore openings.

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Title: NDMA formation by chloramination of ranitidine: kinetics and mechanism.

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Title: Synthesis of high-quality diesel with furfural and 2-methylfuran from hemicellulose.

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Title: Impact of crema on the aroma release and the in-mouth sensory perception of espresso coffee.

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Journal: ChemSusChem 20120109

Title: Identification by virtual screening and in vitro testing of human DOPA decarboxylase inhibitors.

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Title: Scope and mechanism of the (4+3) cycloaddition reaction of furfuryl cations.

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Title: High-quality diesel from hexose- and pentose-derived biomass platform molecules.

Journal: ChemSusChem 20111118

Title: Structural basis for cytokinin recognition by Arabidopsis thaliana histidine kinase 4.

Journal: Nature chemical biology 20111101

Title: Dichlorido(furfuryl-amine-κN)(η-hexa-methyl-benzene)-ruthenium(II).

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Title: (6aS*,6bS*,11R*,11aR*)-6-(2-Furyl-methyl)-5,12-dioxo-5,6,6a,6b,7,11,11a,12-octa-hydro-furo[3',2':5,6]isoindolo[2,1-a]quinazoline-11-carb-oxy-lic acid.

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Title: Amino acid catalysis of 2-alkylfuran formation from lipid oxidation-derived α,β-unsaturated aldehydes.

Journal: Journal of agricultural and food chemistry 20111026

Title: Metabolic activation of furfuryl alcohol: formation of 2-methylfuranyl DNA adducts in Salmonella typhimurium strains expressing human sulfotransferase 1A1 and in FVB/N mice.

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Title: Structure-based design of ricin inhibitors.

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Title: Ab initio study of the decomposition of 2,5-dimethylfuran.

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Title: RuCl₃·3H₂O catalyzed reactions: facile synthesis of bis(indolyl)methanes under mild conditions.

Journal: Molecules (Basel, Switzerland) 20110509

Title: Kinetics of the reactions of OH radicals with 2- and 3-methylfuran, 2,3- and 2,5-dimethylfuran, and E- and Z-3-hexene-2,5-dione, and products of OH + 2,5-dimethylfuran.

Journal: Environmental science & technology 20110301

Title: Rhodium-catalyzed 1,4-addition of lithium 2-furyltriolborates to unsaturated ketones and esters for enantioselective synthesis of γ-oxo-carboxylic acids by oxidation of the furyl ring with ozone.

Journal: Chemistry, an Asian journal 20110301

Title: Production of high-quality diesel from biomass waste products.

Journal: Angewandte Chemie (International ed. in English) 20110301

Title: Quantitative analysis of volatiles from solid matrices of vegetable origin by high concentration capacity headspace techniques: determination of furan in roasted coffee.

Journal: Journal of chromatography. A 20110211

Title: Design, synthesis and pharmacobiological evaluation of novel acrylic acid derivatives acting as lipoxygenase and cyclooxygenase-1 inhibitors with antioxidant and anti-inflammatory activities.

Journal: European journal of medicinal chemistry 20110101

Title: Epistatic roles for Pseudomonas aeruginosa MutS and DinB (DNA Pol IV) in coping with reactive oxygen species-induced DNA damage.

Journal: PloS one 20110101

Title: Formation mechanism of furfuryl sulfides from o-furfuryl dithiocarbonates: density functional theory study for aromatic [3,3]-sigmatropic rearrangement.

Journal: Chemical & pharmaceutical bulletin 20110101

Title: Thiadiazine derivatives as antiprotozoal new drugs.

Journal: The open medicinal chemistry journal 20110101

Title: Comparative analysis of the volatile fraction of fruit juice from different Citrus species.

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Title: Neglected disease - african sleeping sickness: recent synthetic and modeling advances.

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Title: Novel platinum(II) complexes of 3-(aminomethyl)naphthoquinone Mannich bases: synthesis, crystal structure and cytotoxic activities.

Journal: Dalton transactions (Cambridge, England : 2003) 20101114

Title: Use of phosphonyl carbanions in the synthesis of anti-inflammatory active phosphorus-containing fused heterocycles and relevance phosphonates.

Journal: European journal of medicinal chemistry 20101101

Title: Efficient route to hydroxymethylfurans from sugars via transfer hydrogenation.

Journal: ChemSusChem 20101025

Title: Visible light-induced crosslinkable gelatin.

Journal: Acta biomaterialia 20101001

Title: 4-{2-[(Z)-(5-Methyl-2-fur-yl)methyl-idene-amino]-eth-yl}benzene-sulfonamide.

Journal: Acta crystallographica. Section E, Structure reports online 20100901

Title: Furan ring opening-pyrrole ring closure: a new synthetic route to aryl(heteroaryl)-annulated pyrrolo[1,2-a][1,4]diazepines.

Journal: Organic & biomolecular chemistry 20100721

Title: Development of an analytical method and survey of foods for furan, 2-methylfuran and 3-methylfuran with estimated exposure.

Journal: Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20100601

Title: Chemical and biochemical study of industrially produced San Simón da Costa smoked semi-hard cow's milk cheeses: Effects of storage under vacuum and different modified atmospheres.

Journal: Journal of dairy science 20100501

Title: Functionalization of Carbon Materials using the Diels-Alder Reaction.

Journal: Macromolecular rapid communications 20100316

Title: Screening of biological activities of a series of chalcone derivatives against human pathogenic microorganisms.

Journal: Chemistry & biodiversity 20100201

Title: 2D depiction of fragment hierarchies.

Journal: Journal of chemical information and modeling 20100125

Title: Volatile profiling reveals intracellular metabolic changes in Aspergillus parasiticus: veA regulates branched chain amino acid and ethanol metabolism.

Journal: BMC biochemistry 20100101

Title: Differential detection of genetic Loci underlying stem and root lignin content in Populus.

Journal: PloS one 20100101

Title: New factor characterizing the in-mouth release of odorants (volatile thiols): compositional changes in odorants exhaled from the human nose during drinking.

Journal: Journal of agricultural and food chemistry 20091209

Title: Investigation of trypanothione reductase as a drug target in Trypanosoma brucei.

Journal: ChemMedChem 20091207

Title: Effect of interface structure on mechanical properties of advanced composite materials.

Journal: International journal of molecular sciences 20091201

Title: Study on the role of precursors in coffee flavor formation using in-bean experiments.

Journal: Journal of agricultural and food chemistry 20091111

Title: 3-Hydr-oxy-N'-[(Z)-(5-methyl-2-fur-yl)methyl-idene]naphthalene-2-carbo-hydrazide.

Journal: Acta crystallographica. Section E, Structure reports online 20091101

Title: Density functional theory and RRKM calculations of the gas-phase unimolecular rearrangements of methylfuran and pyran ions before fragmentations.

Journal: Journal of mass spectrometry : JMS 20091001

Title: N'-[(E)-(5-Methyl-furan-2-yl)methyl-idene]formohydrazide.

Journal: Acta crystallographica. Section E, Structure reports online 20091001

Title: Carbocationic n-endo-trig cyclizations.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20090824

Title: 1,3-Difurfurylbenzimidazolium chloride monohydrate.

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Title: 'Click chemistry' in tailor-made polymethacrylates bearing reactive furfuryl functionality: a new class of self-healing polymeric material.

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Title: Formation enthalpies and bond dissociation energies of alkylfurans. The strongest CX bonds known?

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Title: Prediction of sensory properties of Brazilian Arabica roasted coffees by headspace solid phase microextraction-gas chromatography and partial least squares.

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Title: Lack of efficacy of topical furfuryl palmitate in pediatric atopic dermatitis: a randomized double-blind study.

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Title: Noninvasive detection of lung cancer by analysis of exhaled breath.

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Title: Stereochemical study of a novel tautomeric furanone, homofuraneol.

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Title: Cu(I)-catalyzed regioselective synthesis of polysubstituted furans from propargylic esters via postulated (2-furyl)carbene complexes.

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Title: Effect of grain type and toasting conditions of barrels on the concentration of the volatile substances released by the wood and on the sensory characteristics of Montepulciano d'Abruzzo.

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Title: Characterization of metabolites of a novel histamine H(2)-receptor antagonist, lafutidine, in human liver microsomes by liquid chromatography coupled with ion trap mass spectrometry.

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Title: 1-Furfuryl-3-furoylthio-urea.

Journal: Acta crystallographica. Section E, Structure reports online 20080601

Title: Formation of furan and methylfuran by maillard-type reactions in model systems and food.

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Title: Detection of fungal development in closed spaces through the determination of specific chemical targets.

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Title: Microbial volatile organic compounds in the air of moldy and mold-free indoor environments.

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Title: 2-Amino-N-pyrimidin-4-ylacetamides as A2A receptor antagonists: 1. Structure-activity relationships and optimization of heterocyclic substituents.

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Title: Quality and flavour stability of coffee substitute prepared by extrusion of wheat germ and chicory roots.

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Title: A theoretical study of the photochemical isomerization reactions of furans from the triplet state.

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Title: Development of accurate classification method based on the analysis of volatile organic compounds from human exhaled air.

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Title: Characterization of deposits formed on diesel injectors in field test and from thermal oxidative degradation of n-hexadecane in a laboratory reactor.

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Title: Synthesis and Antiulcer Activity Studies of 2-(1'-Iminothioimido Substituted)-1'-Substituted Phenylbenzoic acids.

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Title: N,N'-Bis(2-furylmethyl-ene)-1,1'-binaphthyl-2,2'-diamine.

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Title: Effect of type of oil and addition of delta-tocopherol on model flavor compound stability during storage.

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Title: Highly potent inhibitors of methionine aminopeptidase-2 based on a 1,2,4-triazole pharmacophore.

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Title: MGMT inhibitors--The Trinity College-Paterson Institute experience, a chemist's perception.

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Title: The nucleophilic substitution route. A facile method for the fourfold functionalization of the methylene bridges of calix[4]arene.

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Title: Investigation of sorbic acid volatile degradation products in pharmaceutical formulations using static headspace gas chromatography.

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Title: Quantitative studies on the formation of phenol/2-furfurylthiol conjugates in coffee beverages toward the understanding of the molecular mechanisms of coffee aroma staling.

Journal: Journal of agricultural and food chemistry 20070516

Title: Synthesis of 5-acetoxymethyl- and 5-hydroxymethyl-2-vinyl-furan.

Journal: Molecules (Basel, Switzerland) 20070326

Title: Synthesis and alpha(1)-adrenoceptor antagonist activity of derivatives and isosters of the furan portion of (+)-cyclazosin.

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Title: Formation of furan and methylfuran from ascorbic acid in model systems and food.

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Title: Synthesis and structure determination of covalent conjugates formed from the sulfury-roasty-smelling 2-furfurylthiol and di- or trihydroxybenzenes and their identification in coffee brew.

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Title: In-vitro antibacterial, antifungal and cytotoxic activity of cobalt (II), copper (II), nickel (II) and zinc (II) complexes with furanylmethyl- and thienylmethyl-dithiolenes: [1, 3-dithiole- 2-one and 1,3-dithiole-2-thione].

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Title: Synthesis and molluscicidal activity of new cinnoline and pyrano [2,3-c]pyrazole derivatives.

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Title: Quantitation of furan and methylfuran formed in different precursor systems by proton transfer reaction mass spectrometry.

Journal: Journal of agricultural and food chemistry 20060405

Title: Methylation of sulfhydryl groups: a new function for a family of small molecule plant O-methyltransferases.

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Title: [Analysis of industrial 2-methylfuran by gas chromatography with wide-bore capillary column].

Journal: Se pu = Chinese journal of chromatography 20060101

Title: Synthesis of 1-methyl-3-oxo-7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester.

Journal: Molecules (Basel, Switzerland) 20051130

Title: Screening of raw coffee for thiol binding site precursors using 'in bean' model roasting experiments.

Journal: Journal of agricultural and food chemistry 20050406

Title: Volatile composition of coffee berries at different stages of ripeness and their possible attraction to the coffee berry borer Hypothenemus hampei (Coleoptera: Curculionidae).

Journal: Journal of agricultural and food chemistry 20040922

Title: Theoretical study of the electrocyclic ring closure of hydroxypentadienyl cations.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20040906

Title: Catalytic cyclopropanation of alkenes via (2-furyl)carbene complexes from 1-benzoyl-cis-1-buten-3-yne with transition metal compounds.

Journal: The Journal of organic chemistry 20040305

Title: A mortality cohort study among workers in a graphite electrode production plant in Italy.

Journal: Occupational and environmental medicine 20040201

Title: Volatiles in a sausage surface model-influence of Penicillium nalgiovense, Pediococcus pentosaceus, ascorbate, nitrate and temperature.

Journal: Meat science 20040201

Title: Stereoselective construction of a beta-isopropenyl alcohol moiety at the C(2) and (3) of kallolide A and pinnatin a using a [2,3] Wittig rearrangement of cyclic furfuryl ethers.

Journal: The Journal of organic chemistry 20031226

Title: Studies on the metabolism of the thiofurans furfuryl mercaptan and 2-methyl-3-furanthiol in rat liver.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20031201

Title: Gold catalysis: efficient synthesis and structural assignment of jungianol and epi-jungianol.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20030922

Title: On the Paternò-Büchi reaction of chiral phenylglyoxylate esters with furan derivatives.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20030901

Title: Extraction and formation dynamic of oak-related volatile compounds from different volume barrels to wine and their behavior during bottle storage.

Journal: Journal of agricultural and food chemistry 20030827

Title: Generation of thiols by biotransformation of cysteine-aldehyde conjugates with baker's yeast.

Journal: Journal of agricultural and food chemistry 20030604

Title: Sensory activity, chemical structure, and synthesis of Maillard generated bitter-tasting 1-oxo-2,3-dihydro-1H-indolizinium-6-olates.

Journal: Journal of agricultural and food chemistry 20030423

Title: Formation of aroma compounds from ribose and cysteine during the Maillard reaction.

Journal: Journal of agricultural and food chemistry 20030423

Title: Insertion of carbon fragments into P(III)-N bonds in aminophosphines and aminobis(phosphines): synthesis, reactivity, and coordination chemistry of resulting phosphine oxide derivatives. Crystal and molecular structures of (Ph(2)P(O)CH(2))(2)NR (R = Me, (n)Pr, (n)Bu), Ph(2)P(O)CH(OH)(n)()Pr, and cis-[MoO(2)Cl(2)((Ph(2)P(O)CH(2))(2)NEt-kappaO,kappaO)].

Journal: Inorganic chemistry 20030224

Title: N6-furfuryladenine (kinetin) hydrochloride.

Journal: Acta crystallographica. Section C, Crystal structure communications 20030101

Title: Volatile organic compounds produced during irradiation of mail.

Journal: AIHA journal : a journal for the science of occupational and environmental health and safety 20030101

Title: Synthesis of new fragrances from 2-methylfuran. Part III.

Journal: Journal of cosmetic science 20030101

Title: Flavor composition of cashew (Anacardium occidentale) and marmeleiro (Croton species) honeys.

Journal: Journal of agricultural and food chemistry 20021218

Title: Lipase-catalyzed domino kinetic resolution/intramolecular Diels-Alder reaction: one-pot synthesis of optically active 7-oxabicyclo[2.2.1]heptenes from furfuryl alcohols and beta-substituted acrylic acids.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20020916

Title: One-pot synthesis of C-glycosylic compounds (C-glycosides) from D-glucal, p-tolylsulfenyl chloride and aromatic/heteroaromatic compounds in the presence of Lewis acids.

Journal: Carbohydrate research 20020816

Title: Lipase-assisted generation of 2-methyl-3-furanthiol and 2-furfurylthiol from thioacetates.

Journal: Journal of agricultural and food chemistry 20020703

Title: Cycloaddition reactions of dihapto-coordinated furans.

Journal: Journal of the American Chemical Society 20020626

Title: Addition of heteroaromatics to alkylidenecyclopropanes catalyzed by palladium.

Journal: The Journal of organic chemistry 20020517

Title: Novel approach for catalytic cyclopropanation of alkenes via (2-furyl)carbene complexes from 1-benzoyl-cis-1-buten-3-yne.

Journal: Journal of the American Chemical Society 20020515

Title: Degradation of the coffee flavor compound furfuryl mercaptan in model Fenton-type reaction systems.

Journal: Journal of agricultural and food chemistry 20020410

Title: Density functional theory study of the cycloaddition reaction of furan derivatives with masked o-benzoquinones. Does the furan act as a dienophile in the cycloaddition reaction?

Journal: The Journal of organic chemistry 20020208

Title: Reversible fixation of carbon dioxide at nickel(0) centers: a route for large organometallic rings, dimers, and tetramers.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20011203

Title: Some furfural derivatives as nitrification inhibitors.

Journal: Journal of agricultural and food chemistry 20011001

Title: Flavor-protein binding: disulfide interchange reactions between ovalbumin and volatile disulfides.

Journal: Journal of agricultural and food chemistry 20010901

Title: The molecular and crystal structure of (+/-)-1-methyl-7-oxa-norborn-5-ene-2exo,3exo-dicarboxylic acid-anhydride and its enantiodifferentiation in 1H NMR spectroscopy.

Journal: Enantiomer 20010101

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