Product Name

  • Name

    5-Methyl furfural

  • EINECS 210-622-6
  • CAS No. 620-02-0
  • Article Data156
  • CAS DataBase
  • Density 1.099 g/cm3
  • Solubility Soluble in alcohol and water.
  • Melting Point 171 °C
  • Formula C6H6O2
  • Boiling Point 187 °C at 760 mmHg
  • Molecular Weight 110.112
  • Flash Point 72.8 °C
  • Transport Information
  • Appearance Colorless to light yellow liquid
  • Safety 26-36-24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 620-02-0 (5-Methyl furfural)
  • Hazard Symbols IrritantXi
  • Synonyms 2-Furaldehyde,5-methyl- (6CI,8CI);2-Formyl-5-methylfuran;2-Formyl-5-methyltetrahydrofuran;2-Methyl-5-formylfuran;2-Methyl-5-furaldehyde;5-Methyl-2-furaldehyde;5-Methyl-2-furancarboxaldehyde;5-Methyl-2-furfural;5-Methyl-2-furfuraldehyde;5-Methyl-2-furfurylaldehyde;5-Methylfuran-2-al;5-Methylfuran-2-aldehyde;5-Methylfuran-2-carbaldehyde;5-Methylfurfural;5-Methylfurfuraldehyde;
  • PSA 30.21000
  • LogP 1.40050

Synthetic route

(5-methylfuran-2-yl)methylene diacetate
62202-47-5

(5-methylfuran-2-yl)methylene diacetate

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
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%
2-methylfuran
534-22-5

2-methylfuran

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
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;
5-chloromethylfurfural
1623-88-7

5-chloromethylfurfural

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
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
39131-44-7

5-bromomethyl-furan-2-carbaldehyde

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
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
5-bromo-2-furancarboxaldehyde
1899-24-7

5-bromo-2-furancarboxaldehyde

[3-(dimethylamino)propyl]dimethylindium

[3-(dimethylamino)propyl]dimethylindium

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
bis-triphenylphosphine-palladium(II) chloride In benzene at 80℃; for 12h;97%
5-bromo-2-furancarboxaldehyde
1899-24-7

5-bromo-2-furancarboxaldehyde

bis(μ-[2-(dimethylamino)ethanolato-N,O:O]tetramethyldiindium

bis(μ-[2-(dimethylamino)ethanolato-N,O:O]tetramethyldiindium

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
bis-triphenylphosphine-palladium(II) chloride In benzene at 80℃; for 24h;95%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

5-Methylfurfural
620-02-0

5-Methylfurfural

B

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

Conditions
ConditionsYield
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;
2-((5-methylfuran-2-yl)methylene)hydrazine-1-carboxamide

2-((5-methylfuran-2-yl)methylene)hydrazine-1-carboxamide

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
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%
2-methylfuran
534-22-5

2-methylfuran

phosgene
75-44-5

phosgene

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
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%
2-hydroxymethyl-5-methylfuran
3857-25-8

2-hydroxymethyl-5-methylfuran

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
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
98-01-1

furfural

n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

methyl iodide
74-88-4

methyl iodide

A

5-Methylfurfural
620-02-0

5-Methylfurfural

B

1-(5-methylfuran-2-yl)pentan-1-ol
70396-63-3, 14313-18-9

1-(5-methylfuran-2-yl)pentan-1-ol

Conditions
ConditionsYield
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%
5-bromo-2-furancarboxaldehyde
1899-24-7

5-bromo-2-furancarboxaldehyde

[3-(dimethylamino)propyl]dimethylgallium

[3-(dimethylamino)propyl]dimethylgallium

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
bis-triphenylphosphine-palladium(II) chloride In benzene at 80℃; for 24h;90%
5-methyl-2-furancarbaldehyde oxime

5-methyl-2-furancarbaldehyde oxime

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
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
102390-86-3

5-(2-furaldehyde)methyl formate

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
With formic acid; 5%-palladium/activated carbon; ammonium formate at 80℃; for 1h;89%
5-methylfuran-2-carbaldehyde oxime
57784-53-9

5-methylfuran-2-carbaldehyde oxime

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
With benzeneselenic anhydride In dichloromethane83%
2-(furan-2-yl)-1,3-dimethylimidazolidine
104208-14-2

2-(furan-2-yl)-1,3-dimethylimidazolidine

methyl iodide
74-88-4

methyl iodide

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
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;
5-bromo-2-furancarboxaldehyde
1899-24-7

5-bromo-2-furancarboxaldehyde

Trimethylboroxine
823-96-1

Trimethylboroxine

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
With C70H40Cl2F68N2O6Pd2; tetrabutylammomium bromide; potassium carbonate In water at 140℃; for 0.266667h; Suzuki-Miyaura reaction; Microwave irradiation;82%
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

A

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

B

5-Methylfurfural
620-02-0

5-Methylfurfural

C

2,5-diformylfurane
823-82-5

2,5-diformylfurane

Conditions
ConditionsYield
With iodine at 60℃; for 10h; Inert atmosphere; Sealed tube;A 5%
B 80%
C 6%
2-dibutoxymethyl-5-methylfuran
23029-68-7

2-dibutoxymethyl-5-methylfuran

A

5-Methylfurfural
620-02-0

5-Methylfurfural

B

5-Methyl-furan-2-carboxylic acid butyl ester
126080-80-6

5-Methyl-furan-2-carboxylic acid butyl ester

Conditions
ConditionsYield
With tin(IV) chloride In 1,2-dichloro-ethane at 0℃; for 0.25h;A 22%
B 78%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

B

5-Methylfurfural
620-02-0

5-Methylfurfural

C

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

D

C7H10O

C7H10O

E

2,2′-(1,2-ethanediyl)bis [5-methylfuran]
121709-55-5

2,2′-(1,2-ethanediyl)bis [5-methylfuran]

Conditions
ConditionsYield
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
2-methylfuran
534-22-5

2-methylfuran

Vilsmeier reagent
3724-43-4, 149409-22-3

Vilsmeier reagent

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
Stage #1: 2-methylfuran; Vilsmeier reagent at 0℃; for 1h;
Stage #2: With water; sodium carbonate at 0℃;
76%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
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;
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

B

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
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.
D-fructose
470-23-5

D-fructose

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
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
23029-68-7

2-dibutoxymethyl-5-methylfuran

A

5-Methylfurfural
620-02-0

5-Methylfurfural

B

2-butoxymethyl-5-methylfuran
126080-79-3

2-butoxymethyl-5-methylfuran

C

5-Methyl-furan-2-carboxylic acid butyl ester
126080-80-6

5-Methyl-furan-2-carboxylic acid butyl ester

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In 1,2-dichloro-ethane at 0℃; for 0.25h;A 8%
B 65%
C 13%
Conditions
ConditionsYield
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);
Conditions
ConditionsYield
With tungsten monocarbide; hydrogen iodide; hydrogen In water; toluene at 130℃; under 10343.2 Torr; for 1h; Catalytic behavior; Pressure; Reagent/catalyst;63%
L-rhamnose
73-34-7

L-rhamnose

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
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;
inulin

inulin

5-Methylfurfural
620-02-0

5-Methylfurfural

Conditions
ConditionsYield
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
620-02-0

5-Methylfurfural

hydrogen cyanide
74-90-8

hydrogen cyanide

(S)-(+)-2-hydroxy-2-(5-methyl-2-furyl)acetonitrile
136521-57-8

(S)-(+)-2-hydroxy-2-(5-methyl-2-furyl)acetonitrile

Conditions
ConditionsYield
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
620-02-0

5-Methylfurfural

4-methoxy-aniline
104-94-9

4-methoxy-aniline

N-(4-methoxyphenyl)-1-(5-methylfuran-2-yl)methanimine
95124-23-5

N-(4-methoxyphenyl)-1-(5-methylfuran-2-yl)methanimine

Conditions
ConditionsYield
With toluene-4-sulfonic acid In diethyl ether at 20℃; Molecular sieve; Inert atmosphere;100%
5-Methylfurfural
620-02-0

5-Methylfurfural

pipecolic acid hydrazide
61700-55-8

pipecolic acid hydrazide

3-(5-Methyl-furan-2-yl)-2-{[1-(5-methyl-furan-2-yl)-meth-(E)-ylidene]-amino}-hexahydro-imidazo[1,5-a]pyridin-1-one

3-(5-Methyl-furan-2-yl)-2-{[1-(5-methyl-furan-2-yl)-meth-(E)-ylidene]-amino}-hexahydro-imidazo[1,5-a]pyridin-1-one

Conditions
ConditionsYield
In ethanol100%
5-Methylfurfural
620-02-0

5-Methylfurfural

methyllithium
917-54-4

methyllithium

2-(1-hydroxyethyl)-5-methylfuran
14003-15-7

2-(1-hydroxyethyl)-5-methylfuran

Conditions
ConditionsYield
In tetrahydrofuran at -78℃;100%
5-Methylfurfural
620-02-0

5-Methylfurfural

benzylamine
100-46-9

benzylamine

Benzyl-[1-(5-methyl-furan-2-yl)-meth-(E)-ylidene]-amine
91608-35-4

Benzyl-[1-(5-methyl-furan-2-yl)-meth-(E)-ylidene]-amine

Conditions
ConditionsYield
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
620-02-0

5-Methylfurfural

C8H7F5O2
473731-98-5

C8H7F5O2

Conditions
ConditionsYield
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
620-02-0

5-Methylfurfural

1-methoxycarbonyl-2-t-butoxycarbonyl ethyl phosphorane
697748-22-4

1-methoxycarbonyl-2-t-butoxycarbonyl ethyl phosphorane

E-3-methoxycarbonyl-4-(5-methylfur-2-yl)-but-3-enoic acid t-butyl ester
697748-19-9

E-3-methoxycarbonyl-4-(5-methylfur-2-yl)-but-3-enoic acid t-butyl ester

Conditions
ConditionsYield
In toluene at 80℃; for 48h;100%
5-Methylfurfural
620-02-0

5-Methylfurfural

N-(4-aminomethylbenzyl)-N',N'-dipropylbutane-1,4-diamine
927885-19-6

N-(4-aminomethylbenzyl)-N',N'-dipropylbutane-1,4-diamine

{(4-dipropylaminobutyl)-[4-(5-methylfuran-2-ylmethylidene)aminomethylbenzyl]}-amine
927885-35-6

{(4-dipropylaminobutyl)-[4-(5-methylfuran-2-ylmethylidene)aminomethylbenzyl]}-amine

Conditions
ConditionsYield
With sodium sulfate In ethanol at 20℃; for 25h;100%
With sodium sulfate In ethanol at 25℃; for 20h;100%
5-Methylfurfural
620-02-0

5-Methylfurfural

9-Phenyl-1,2,3,4,5,6,7,8-octahydro-xanthenylium; perchlorate

9-Phenyl-1,2,3,4,5,6,7,8-octahydro-xanthenylium; perchlorate

C31H29O3(1+)*ClO4(1-)
1161226-52-3

C31H29O3(1+)*ClO4(1-)

Conditions
ConditionsYield
With phosphorus pentoxide In isopropyl alcohol Reflux;100%
5-Methylfurfural
620-02-0

5-Methylfurfural

Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

C8H7F5O2
473731-98-5

C8H7F5O2

Conditions
ConditionsYield
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
620-02-0

5-Methylfurfural

butyl magnesium bromide
693-04-9

butyl magnesium bromide

1-(5-methylfuran-2-yl)pentan-1-ol
70396-63-3, 14313-18-9

1-(5-methylfuran-2-yl)pentan-1-ol

Conditions
ConditionsYield
In diethyl ether at -10 - 10℃; Grignard reaction; Inert atmosphere;100%
piperidine
110-89-4

piperidine

5-Methylfurfural
620-02-0

5-Methylfurfural

1,1'-[(5-methylfuran-2-yl)methanediyl]dipiperidine
1233407-67-4

1,1'-[(5-methylfuran-2-yl)methanediyl]dipiperidine

Conditions
ConditionsYield
at 20℃; for 0.166667h; neat (no solvent);100%
5-Methylfurfural
620-02-0

5-Methylfurfural

(E)-2-((5-methylfuran-2-yl)methyleneamino)-N-phenylbenzamide
1201652-21-2

(E)-2-((5-methylfuran-2-yl)methyleneamino)-N-phenylbenzamide

Conditions
ConditionsYield
100%
5-Methylfurfural
620-02-0

5-Methylfurfural

methyl 2-isocyano-2-phenylacetate
39533-32-9

methyl 2-isocyano-2-phenylacetate

p-toluidine
106-49-0

p-toluidine

C23H22N2O3
1360806-67-2

C23H22N2O3

Conditions
ConditionsYield
With sulphate sodium salt; silver(I) acetate In methanol at 20℃; for 20h; Inert atmosphere; optical yield given as %de;100%
5-Methylfurfural
620-02-0

5-Methylfurfural

2,5-dimethyltetrahydrofuran
1003-38-9

2,5-dimethyltetrahydrofuran

Conditions
ConditionsYield
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
5-Methylfurfural
620-02-0

5-Methylfurfural

N,N-diethylethylenediamine
100-36-7

N,N-diethylethylenediamine

N1,N1-diethyl-N2-((5-methylfuran-2-yl)methylene)ethane-1,2-diamine

N1,N1-diethyl-N2-((5-methylfuran-2-yl)methylene)ethane-1,2-diamine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere; Darkness;100%
5-Methylfurfural
620-02-0

5-Methylfurfural

4-amino-N,N-dimethylaniline
99-98-9

4-amino-N,N-dimethylaniline

(E)-4-((5-methylfuran-2-ylmethylene)amino)-N,N-dimethylaniline

(E)-4-((5-methylfuran-2-ylmethylene)amino)-N,N-dimethylaniline

Conditions
ConditionsYield
In diethyl ether at 20℃; Inert atmosphere; Molecular sieve; Darkness;100%
5-Methylfurfural
620-02-0

5-Methylfurfural

4-[(4-dipropylaminobutyl)amino]methylbenzonitrile
864914-08-9

4-[(4-dipropylaminobutyl)amino]methylbenzonitrile

4-{[(4-dipropylaminobutyl)-(5-methylfuran-2-ylmethyl)amino]methyl}benzonitrile

4-{[(4-dipropylaminobutyl)-(5-methylfuran-2-ylmethyl)amino]methyl}benzonitrile

Conditions
ConditionsYield
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
620-02-0

5-Methylfurfural

isopropylmagnesium bromide
920-39-8

isopropylmagnesium bromide

2-methyl-1-(5-methylfuran-2-yl)propan-1-ol
32869-73-1

2-methyl-1-(5-methylfuran-2-yl)propan-1-ol

Conditions
ConditionsYield
In diethyl ether at -10 - 10℃; Grignard reaction; Inert atmosphere;99%
With diethyl ether
2-methylfuran
534-22-5

2-methylfuran

5-Methylfurfural
620-02-0

5-Methylfurfural

2,2',2''-methylidenetris(5-methylfuran)
86269-31-0

2,2',2''-methylidenetris(5-methylfuran)

Conditions
ConditionsYield
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
620-02-0

5-Methylfurfural

methyl vinyl ketone
78-94-4

methyl vinyl ketone

(Methyl-5' furyl-2')-1 pentanedione-1,4
85660-09-9

(Methyl-5' furyl-2')-1 pentanedione-1,4

Conditions
ConditionsYield
With acetate de sodium anhydre; iodure de dimethyl-3,4(hydroxyethyl-2)-5 thiazolium-1,3; triethylamine In ethanol Heating;99%
5-Methylfurfural
620-02-0

5-Methylfurfural

3,5-dibromo-1,2-phenylendiamine
1575-38-8

3,5-dibromo-1,2-phenylendiamine

4,6-Dibromo-2-(5-methyl-furan-2-yl)-1-(4-methyl-furan-2-ylmethyl)-1H-benzoimidazole

4,6-Dibromo-2-(5-methyl-furan-2-yl)-1-(4-methyl-furan-2-ylmethyl)-1H-benzoimidazole

Conditions
ConditionsYield
With hydrogenchloride In methanol; water for 0.25h; Heating;99%
5-Methylfurfural
620-02-0

5-Methylfurfural

A

5-methylfuran-2-carboxylic acid
1917-15-3

5-methylfuran-2-carboxylic acid

B

2-hydroxymethyl-5-methylfuran
3857-25-8

2-hydroxymethyl-5-methylfuran

Conditions
ConditionsYield
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%
5-Methylfurfural
620-02-0

5-Methylfurfural

C15H15O(1+)*BF4(1-)

C15H15O(1+)*BF4(1-)

BF4(1-)*C21H19O2(1+)

BF4(1-)*C21H19O2(1+)

Conditions
ConditionsYield
With phosphorus pentoxide In isopropyl alcohol; acetonitrile Heating;99%
5-Methylfurfural
620-02-0

5-Methylfurfural

tert.-butyl lithium
594-19-4

tert.-butyl lithium

2,2-dimethyl-1-(5-methylfuran-2 yl)propan-1-ol
1210782-06-1

2,2-dimethyl-1-(5-methylfuran-2 yl)propan-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at -10 - 10℃; Inert atmosphere;99%
5-Methylfurfural
620-02-0

5-Methylfurfural

amide of 5-methylfuran-2-carboxylic acid
99968-74-8

amide of 5-methylfuran-2-carboxylic acid

Conditions
ConditionsYield
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
620-02-0

5-Methylfurfural

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

2,2,2-Trifluoro-1-(5-methyl-furan-2-yl)-ethanol

2,2,2-Trifluoro-1-(5-methyl-furan-2-yl)-ethanol

Conditions
ConditionsYield
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%

5-Methyl furfural Chemical Properties

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

5-Methyl furfural Toxicity Data With Reference

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.

5-Methyl furfural Consensus Reports

Reported in EPA TSCA Inventory.

5-Methyl furfural Safety Profile

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: IrritantXi
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 Specification

 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 .

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