(5-methylfuran-2-yl)methylene diacetate
5-Methylfurfural
Conditions | Yield |
---|---|
With [NO(1+)*18-crown-6*H(NO3)2(1-)]; silica gel In dichloromethane at 20℃; for 0.0833333h; | 100% |
With caro's acid; silica gel In dichloromethane for 0.0333333h; Heating; | 100% |
With aluminium trichloride In acetonitrile for 0.0833333h; Deacetylation; Heating; | 99% |
Conditions | Yield |
---|---|
With trichlorophosphate In 1,2-dichloro-ethane 1.) 0 deg C, 1 h, 2.) 0 deg C - 26 deg C; | 99.6% |
With bis(trichloromethyl) carbonate In dichloromethane at 20℃; | 98.8% |
With trichlorophosphate | |
Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With hydrogen In 1,2-dichloro-ethane at 70℃; under 8250.83 Torr; for 5h; pH=8.88; Reagent/catalyst; Temperature; Autoclave; | 99% |
With palladium 10% on activated carbon; hydrogen; N,N-dimethyl-formamide under 3361.55 Torr; for 1.21667h; | 97% |
With palladium 10% on activated carbon; hydrogen; N,N-dimethyl-formamide under 103.432 - 3361.55 Torr; for 1.21667h; Reagent/catalyst; | 97% |
5-bromomethyl-furan-2-carbaldehyde
5-Methylfurfural
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; hydrogen In 1,2-dichloro-ethane at 50℃; under 8250.83 Torr; for 5h; pH=8.39; Reagent/catalyst; Autoclave; | 98% |
With hydrogenchloride; tin(ll) chloride |
Conditions | Yield |
---|---|
bis-triphenylphosphine-palladium(II) chloride In benzene at 80℃; for 12h; | 97% |
Conditions | Yield |
---|---|
bis-triphenylphosphine-palladium(II) chloride In benzene at 80℃; for 24h; | 95% |
5-hydroxymethyl-2-furfuraldehyde
A
5-Methylfurfural
B
2,5-bis-(hydroxymethyl)furan
Conditions | Yield |
---|---|
With hydrogen; 20Cu/Al2O3 In methanol at 130℃; under 22502.3 Torr; for 1h; Catalytic behavior; Solvent; | A 6.62% B 93.01% |
With water; hydrogen at 160℃; under 30003 Torr; for 4h; Autoclave; | |
With hydrogen In ethanol at 100℃; under 37503.8 Torr; for 6h; Autoclave; |
5-Methylfurfural
Conditions | Yield |
---|---|
With tetrachlorosilane; silica gel In hexane; water for 1h; Heating; | 92% |
With aluminium trichloride; 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate at 20℃; for 0.0111111h; | 90% |
With zirconium hydrogen sulfate; silica gel In hexane at 20℃; for 0.2h; | 90% |
Conditions | Yield |
---|---|
Stage #1: 2-methylfuran; phosgene With N,N-dimethyl-formamide In toluene at 40 - 60℃; for 5 - 13h; Stage #2: With water In toluene at 40 - 45℃; Stage #3: With sodium hydroxide In water; toluene for 1h; pH=8.9; Product distribution / selectivity; | 92% |
Conditions | Yield |
---|---|
With oxygen; hydroquinone In tetrahydrofuran; aq. phosphate buffer at 20℃; for 12h; pH=4.5; Green chemistry; | 91% |
With butyltriphenylphosphonium dichromate In chloroform for 0.75h; Oxidation; Heating; | 88% |
With potassium dichromate; aluminium trichloride for 0.0666667h; | 88% |
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium carbonate; N-Phenylglycine; copper(ll) bromide In water for 16h; Reflux; Schlenk technique; | 82% |
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; dimethyl 3-methyl-9-oxo-7-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)-2,4-di(pyridin-2-yl)-3,7-diazabicyclo-[3.3.1]nonane-1,5-dicarboxylate; copper(I) bromide In water at 20℃; for 10h; Green chemistry; | 76% |
furfural
n-butyllithium
methyl iodide
A
5-Methylfurfural
B
1-(5-methylfuran-2-yl)pentan-1-ol
Conditions | Yield |
---|---|
With N,O-dimethylhydroxylamine*hydrochloride In tetrahydrofuran; hexane at -20℃; for 1h; Product distribution; Further Variations:; Reagents; Solvents; Temperatures; time; | A 90.7% B 1.1% |
Conditions | Yield |
---|---|
bis-triphenylphosphine-palladium(II) chloride In benzene at 80℃; for 24h; | 90% |
5-Methylfurfural
Conditions | Yield |
---|---|
With aluminium trichloride; 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate at 20℃; for 0.00833333h; | 89% |
With 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate In dichloromethane for 0.00833333h; Irradiation; | 89% |
With aluminium trichloride; benzyltriphenylphosphonium chlorochromate In acetonitrile for 0.833333h; Heating; | 89% |
5-(2-furaldehyde)methyl formate
5-Methylfurfural
Conditions | Yield |
---|---|
With formic acid; 5%-palladium/activated carbon; ammonium formate at 80℃; for 1h; | 89% |
5-methylfuran-2-carbaldehyde oxime
5-Methylfurfural
Conditions | Yield |
---|---|
With benzeneselenic anhydride In dichloromethane | 83% |
2-(furan-2-yl)-1,3-dimethylimidazolidine
methyl iodide
5-Methylfurfural
Conditions | Yield |
---|---|
Stage #1: 2-(furan-2-yl)-1,3-dimethylimidazolidine With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at -78℃; for 2h; Stage #2: methyl iodide at 20℃; for 12h; Stage #3: With hydrogenchloride In water | 82% |
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sulfuric acid Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With C70H40Cl2F68N2O6Pd2; tetrabutylammomium bromide; potassium carbonate In water at 140℃; for 0.266667h; Suzuki-Miyaura reaction; Microwave irradiation; | 82% |
2,5-bis-(hydroxymethyl)furan
A
2,5-dimethylfuran
B
5-Methylfurfural
C
2,5-diformylfurane
Conditions | Yield |
---|---|
With iodine at 60℃; for 10h; Inert atmosphere; Sealed tube; | A 5% B 80% C 6% |
2-dibutoxymethyl-5-methylfuran
A
5-Methylfurfural
B
5-Methyl-furan-2-carboxylic acid butyl ester
Conditions | Yield |
---|---|
With tin(IV) chloride In 1,2-dichloro-ethane at 0℃; for 0.25h; | A 22% B 78% |
5-hydroxymethyl-2-furfuraldehyde
A
2,5-dimethylfuran
B
5-Methylfurfural
C
2,5-bis-(hydroxymethyl)furan
E
2,2′-(1,2-ethanediyl)bis [5-methylfuran]
Conditions | Yield |
---|---|
With hydrogen In tetrahydrofuran at 130℃; under 7500.75 Torr; for 24h; Pressure; Temperature; Reagent/catalyst; Time; Autoclave; High pressure; | A 76% B n/a C n/a D n/a E n/a |
Conditions | Yield |
---|---|
Stage #1: 2-methylfuran; Vilsmeier reagent at 0℃; for 1h; Stage #2: With water; sodium carbonate at 0℃; | 76% |
Conditions | Yield |
---|---|
With formic acid In tetrahydrofuran at 220℃; under 3750.38 Torr; for 7.5h; Catalytic behavior; Mechanism; Reagent/catalyst; Temperature; Inert atmosphere; Autoclave; Green chemistry; | 73% |
With hydrogen iodide In benzene-d6; water at 100℃; under 15514.9 Torr; for 2.5h; Inert atmosphere; | 47% |
With hydrogenchloride; sodium iodide In diethyl ether; dichloromethane; water electrolysis, mercury pool cathode, -0.2 V; |
Conditions | Yield |
---|---|
With hydrogen; Al(OH)(2,2'-bipyridine-5,5'-dicarboxylic acid)0.81(PdCl2)0.48(OTf)0.38 at 150℃; under 15001.5 Torr; for 24h; | A 71% B 29% |
With awaruite; hydrogen at 160℃; under 7500.75 Torr; for 2h; Catalytic behavior; Time; chemoselective reaction; | A 15.7% B 19.8% |
With hydrogenchloride; hydrogen In tetrahydrofuran at 60℃; under 760.051 Torr; for 6h; Reagent/catalyst; Schlenk technique; | A 8 %Chromat. B 7 %Chromat. |
Conditions | Yield |
---|---|
With hydrogen iodide; hydrogen; palladium on activated charcoal In water; benzene at 90℃; under 15514.9 Torr; for 0.5h; Product distribution / selectivity; | 69% |
With palladium on activated charcoal; hydrogen iodide; hydrogen at 120℃; under 15514.9 Torr; for 0.5h; | 68% |
With rhodium(III) chloride trihydrate; hydrogen iodide In water; toluene at 80℃; under 15514.9 Torr; for 9h; Inert atmosphere; | 100 %Chromat. |
With phosphoric acid; hydrogen iodide In water; toluene at 90℃; for 3h; | |
Multi-step reaction with 2 steps 1: hydrogen bromide / 1,2-dichloro-ethane / 8 h / Reflux 2: 5%-palladium/activated carbon; formic acid; ammonium formate / 1 h / 80 °C View Scheme |
2-dibutoxymethyl-5-methylfuran
A
5-Methylfurfural
B
2-butoxymethyl-5-methylfuran
C
5-Methyl-furan-2-carboxylic acid butyl ester
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In 1,2-dichloro-ethane at 0℃; for 0.25h; | A 8% B 65% C 13% |
5-Methylfurfural
Conditions | Yield |
---|---|
With Dowex 50Wx8-200 ion-exchange resin at 100℃; for 3h; Ionic liquid; Sealed tube; | 63% |
With Phenylalanine In water at 98℃; for 10h; Product distribution; formation of furfural derivatives in amino-carbonyl reaction; various pH (2 - 12); |
5-Methylfurfural
Conditions | Yield |
---|---|
With tungsten monocarbide; hydrogen iodide; hydrogen In water; toluene at 130℃; under 10343.2 Torr; for 1h; Catalytic behavior; Pressure; Reagent/catalyst; | 63% |
Conditions | Yield |
---|---|
With chromium dichloride; 4-methyl-2-pentanone; 1-butyl-3-methylimidazolium chloride at 100℃; Catalytic behavior; Reagent/catalyst; Temperature; | 61% |
With hydrogenchloride; C12H25C6H4SO3Na; cetyltrimethylammonium chloride 1.) 20 deg C, 2 h; 2.) carbon tetrachloride, 40-70 deg C; Yield given. Multistep reaction; |
5-Methylfurfural
Conditions | Yield |
---|---|
With hydrogen iodide; hydrogen; ruthenium trichloride In water; benzene at 75℃; under 15514.9 Torr; for 2h; | 61% |
With tungsten monocarbide; hydrogen iodide; hydrogen In water; toluene at 160℃; under 10343.2 Torr; for 1h; | 30% |
With rhodium(III) chloride hydrate; hydrogen iodide; hydrogen In water; benzene at 75℃; under 15514.9 Torr; for 2h; Autoclave; | 61 %Spectr. |
5-Methylfurfural
hydrogen cyanide
(S)-(+)-2-hydroxy-2-(5-methyl-2-furyl)acetonitrile
Conditions | Yield |
---|---|
With almond meal; citrate buffer pH 5.5 In ethyl acetate at 4℃; | 100% |
With almond meal In di-isopropyl ether at 15℃; | 99% |
With almond meal ((R)-oxynitrilase) In di-isopropyl ether at 4 - 30℃; | 60% |
5-Methylfurfural
4-methoxy-aniline
N-(4-methoxyphenyl)-1-(5-methylfuran-2-yl)methanimine
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In diethyl ether at 20℃; Molecular sieve; Inert atmosphere; | 100% |
5-Methylfurfural
pipecolic acid hydrazide
Conditions | Yield |
---|---|
In ethanol | 100% |
Conditions | Yield |
---|---|
In tetrahydrofuran at -78℃; | 100% |
5-Methylfurfural
benzylamine
Benzyl-[1-(5-methyl-furan-2-yl)-meth-(E)-ylidene]-amine
Conditions | Yield |
---|---|
In ethanol at 20℃; | 100% |
In dichloromethane at 20℃; for 24h; | |
In benzene Heating; | |
With magnesium sulfate In dichloromethane at 20℃; | |
In ethanol at 100℃; for 0.0166667h; Concentration; Sealed tube; Microwave irradiation; |
5-Methylfurfural
C8H7F5O2
Conditions | Yield |
---|---|
Stage #1: Pentafluoroethyl iodide With methyl lithium lithium bromide complex In diethyl ether at -78℃; for 0.25h; Stage #2: 5-Methylfurfural In diethyl ether at -78 - 45℃; for 2h; Stage #3: With ammonium chloride In diethyl ether; water at 20℃; for 1h; | 100% |
5-Methylfurfural
1-methoxycarbonyl-2-t-butoxycarbonyl ethyl phosphorane
E-3-methoxycarbonyl-4-(5-methylfur-2-yl)-but-3-enoic acid t-butyl ester
Conditions | Yield |
---|---|
In toluene at 80℃; for 48h; | 100% |
5-Methylfurfural
N-(4-aminomethylbenzyl)-N',N'-dipropylbutane-1,4-diamine
{(4-dipropylaminobutyl)-[4-(5-methylfuran-2-ylmethylidene)aminomethylbenzyl]}-amine
Conditions | Yield |
---|---|
With sodium sulfate In ethanol at 20℃; for 25h; | 100% |
With sodium sulfate In ethanol at 25℃; for 20h; | 100% |
5-Methylfurfural
C31H29O3(1+)*ClO4(1-)
Conditions | Yield |
---|---|
With phosphorus pentoxide In isopropyl alcohol Reflux; | 100% |
Conditions | Yield |
---|---|
Stage #1: Pentafluoroethyl iodide With methyllithium lithium bromide In diethyl ether at -78℃; for 0.25h; Stage #2: 5-Methylfurfural In diethyl ether at -45℃; for 2h; | 100% |
Stage #1: Pentafluoroethyl iodide With methyllithium lithium bromide In diethyl ether at -78℃; for 0.25h; Stage #2: 5-Methylfurfural In diethyl ether at -78 - -45℃; for 2h; Stage #3: With ammonium chloride In diethyl ether; water at 20℃; for 1h; | 100% |
5-Methylfurfural
butyl magnesium bromide
1-(5-methylfuran-2-yl)pentan-1-ol
Conditions | Yield |
---|---|
In diethyl ether at -10 - 10℃; Grignard reaction; Inert atmosphere; | 100% |
piperidine
5-Methylfurfural
1,1'-[(5-methylfuran-2-yl)methanediyl]dipiperidine
Conditions | Yield |
---|---|
at 20℃; for 0.166667h; neat (no solvent); | 100% |
5-Methylfurfural
(E)-2-((5-methylfuran-2-yl)methyleneamino)-N-phenylbenzamide
Conditions | Yield |
---|---|
100% |
5-Methylfurfural
methyl 2-isocyano-2-phenylacetate
p-toluidine
C23H22N2O3
Conditions | Yield |
---|---|
With sulphate sodium salt; silver(I) acetate In methanol at 20℃; for 20h; Inert atmosphere; optical yield given as %de; | 100% |
Conditions | Yield |
---|---|
With rhodium(III) iodide; hydrogen iodide; hydrogen In water; toluene at 125℃; under 15514.9 Torr; for 12h; | 100% |
Multi-step reaction with 2 steps 1: hydrogen / butan-1-ol / 3 h / 199.84 °C / 22502.3 Torr / Autoclave 2: hydrogen / butan-1-ol / 3 h / 199.84 °C / 22502.3 Torr / Autoclave View Scheme | |
Multi-step reaction with 2 steps 1: hydrogen / butan-1-ol / 3 h / 199.84 °C / 22502.3 Torr / Autoclave 2: hydrogen / butan-1-ol / 3 h / 199.84 °C / 22502.3 Torr / Autoclave View Scheme |
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere; Darkness; | 100% |
Conditions | Yield |
---|---|
In diethyl ether at 20℃; Inert atmosphere; Molecular sieve; Darkness; | 100% |
5-Methylfurfural
4-[(4-dipropylaminobutyl)amino]methylbenzonitrile
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride In ethanol at 0 - 20℃; for 19h; | 99.5% |
With sodium tris(acetoxy)borohydride In ethanol at 0 - 20℃; for 19h; | 99.5% |
5-Methylfurfural
isopropylmagnesium bromide
2-methyl-1-(5-methylfuran-2-yl)propan-1-ol
Conditions | Yield |
---|---|
In diethyl ether at -10 - 10℃; Grignard reaction; Inert atmosphere; | 99% |
With diethyl ether |
Conditions | Yield |
---|---|
With ion-exchange resin Lewatit SPC 108 (acid form) In 1,4-dioxane; water at 60℃; for 3h; | 99% |
gold(III) chloride In acetonitrile at 20℃; for 48h; | 98% |
With 1-methyl-3-(4-sulfobutyl)-1H-imidazol-3-ium hydrogensulfate In water at 65℃; for 2h; Green chemistry; | 94% |
5-Methylfurfural
methyl vinyl ketone
(Methyl-5' furyl-2')-1 pentanedione-1,4
Conditions | Yield |
---|---|
With acetate de sodium anhydre; iodure de dimethyl-3,4(hydroxyethyl-2)-5 thiazolium-1,3; triethylamine In ethanol Heating; | 99% |
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water for 0.25h; Heating; | 99% |
5-Methylfurfural
A
5-methylfuran-2-carboxylic acid
B
2-hydroxymethyl-5-methylfuran
Conditions | Yield |
---|---|
Stage #1: 5-Methylfurfural With potassium hydroxide for 0.0833333h; Cannizzaro Reaction; Milling; Inert atmosphere; Sealed tube; Green chemistry; Stage #2: With hydrogenchloride In water for 0.0833333h; Green chemistry; | A 99% B 99% |
With sodium hydroxide In diethyl ether; water for 4h; Heating; | A 42% B 35% |
Conditions | Yield |
---|---|
With phosphorus pentoxide In isopropyl alcohol; acetonitrile Heating; | 99% |
5-Methylfurfural
tert.-butyl lithium
2,2-dimethyl-1-(5-methylfuran-2 yl)propan-1-ol
Conditions | Yield |
---|---|
In tetrahydrofuran at -10 - 10℃; Inert atmosphere; | 99% |
5-Methylfurfural
amide of 5-methylfuran-2-carboxylic acid
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; caesium carbonate In water; dimethyl sulfoxide at 125℃; for 14h; | 99% |
Multi-step reaction with 2 steps 1: hydroxylamine hydrochloride; pyridine / methanol / 24 h / 20 °C 2: [RuCl2(η2-C6H6){P(NMe2)3}]; water / 1 h / 100 °C / Inert atmosphere; Sealed tube View Scheme |
5-Methylfurfural
(trifluoromethyl)trimethylsilane
Conditions | Yield |
---|---|
Stage #1: 5-Methylfurfural; (trifluoromethyl)trimethylsilane With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 4h; Stage #2: With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide for 4h; | 99% |
Molecular Structure of 5-Methyl furfural (CAS NO.620-02-0):
IUPAC Name: 5-Methylfuran-2-carbaldehyde
Canonical SMILES: CC1=CC=C(O1)C=O
InChI: InChI=1S/C6H6O2/c1-5-2-3-6(4-7)8-5/h2-4H,1H3
InChIKey: OUDFNZMQXZILJD-UHFFFAOYSA-N
Molecular Weight: 110.11064 [g/mol]
Molecular Formula: C6H6O2
XLogP3: 0.7
EINECS: 210-622-6
Boiling Point: 187-189 °C(lit.)
Density: 1.107 g/mL at 25 °C(lit.)
Refractive index: n20/D 1.531
FEMA: 2702
Flash Point: 163 °F
Storage temp.: Refrigerator
Sensitive: Air Sensitive
Appearance: Colorless to light yellow liquid
Classification Code: Mutation data; Natural Product
Product Categories: Pharmaceutical Raw Materials; Aromatic Aldehydes & Derivatives (substituted); API intermediates; Furans; aldehyde Flavor
1. | dnr-bcs 55 µg/disc | DFSCDX Developments in Food Science. 13 (1986),353. | ||
2. | cyt-ham:ovr 37,700 µmol/L | CALEDQ Cancer Letters (Shannon, Ireland). 13 (1981),89. | ||
3. | orl-rat LD50:2200 mg/kg | FCTOD7 Food and Chemical Toxicology. 20 (1982),751. |
Reported in EPA TSCA Inventory.
Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
Safety Information of 5-Methyl furfural (CAS NO.620-02-0):
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 2
RTECS: LT7032500
5-Methyl furfural (CAS NO.620-02-0), its Synonyms are 2-Formyl-5-methylfuran ; 2-Furaldehyde, 5-methyl- ; 2-Furancarboxaldehyde, 5-methyl- ; 2-Methyl-5-formylfuran ; 5-Methyl-2-furaldehyde ; 5-Methyl-2-furancarboxaldehyde ; 5-Methyl-2-furfural ; 5-Methyl-2-furfuraldehyde ; 5-Methylfuran-2-al ; 5-Methylfuran-2-carbaldehyde ; 5-Methylfurfural ; 5-Methylfurfuraldehyde .
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View