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| CAS No.: | 620-02-0 |
|---|---|
| Name: | 5-Methyl furfural |
| Article Data: | 156 |
| Molecular Structure: | |
|
|
|
| Formula: | C6H6O2 |
| Molecular Weight: | 110.112 |
| 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; |
| EINECS: | 210-622-6 |
| Density: | 1.099 g/cm3 |
| Melting Point: | 171 °C |
| Boiling Point: | 187 °C at 760 mmHg |
| Flash Point: | 72.8 °C |
| Solubility: | Soluble in alcohol and water. |
| Appearance: | Colorless to light yellow liquid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36-24/25 |
| PSA: | 30.21000 |
| LogP: | 1.40050 |
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- 62202-47-5
(5-methylfuran-2-yl)methylene diacetate
- 620-02-0
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% |
- 39131-44-7
5-bromomethyl-furan-2-carbaldehyde
- 620-02-0
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% |
- 67-47-0
5-hydroxymethyl-2-furfuraldehyde
A
- 620-02-0
5-Methylfurfural
B
- 1883-75-6
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; |
- 620-02-0
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% |
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Chemistry
Molecular Structure of 5-Methyl furfural (CAS NO.620-02-0):
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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
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. |
Consensus Reports
Reported in EPA TSCA Inventory.
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: 
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
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 .