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Cas Database |
| Name |
3-Furaldehyde |
EINECS | N/A |
| CAS No. | 498-60-2 | Density | 1.145 g/cm3 |
| PSA | 30.21000 | LogP | 1.09210 |
| Solubility | Soluble in water, benzene, chloroform, alcohol and ether. | Melting Point |
148-149.5 °C |
| Formula | C5H4O2 | Boiling Point | 145.3 °C at 760 mmHg |
| Molecular Weight | 96.0856 | Flash Point | 48.3 °C |
| Transport Information | UN 1989 3/PG 3 | Appearance | Colorless to light yellow liquid |
| Safety | 26-36-45-36/37-16-3 | Risk Codes | 10-36/37/38-23/25-21 |
| Molecular Structure |
|
Hazard Symbols |
 Xi,  F,  T
|
| Synonyms |
3-Furylcarboxaldehyde;3-Furylaldehyde;3-Furfural;3-Formylfuran;3-Furaldehyde(7CI,8CI);Furan-3-carbaldehyde; |
Article Data | 41 |
3-Furaldehyde Synthetic route
- 859077-01-3
3-Diacetoxymethyl-furan
- 498-60-2
furan-3-carboxaldehyde
| Conditions | Yield |
|---|---|
| With iron(II) sulfate In benzene for 0.25h; Heating; | 98% |
| Conditions | Yield |
|---|---|
| With 4,4'-bis-(dichloroiodo)-biphenyl; tetraethylammonium bromide In chloroform at 20℃; for 0.75h; | 90% |
| With calcium persulfate; silica gel for 0.0833333h; microwave irradiation; | 90% |
| With silica gel; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate In dichloromethane Ambient temperature; | 89% |
| Conditions | Yield |
|---|---|
| In methanol decomposition of the complex by refluxing in methanol under N2 for 6-8 h; evapn. of the solvent, extn. of the organic compounds with ether, gas chromatography; | A 15% B 85% |
- 99595-62-7
Methyl 3-(3'-furanyl)prop-2-en-1-oate
- 498-60-2
furan-3-carboxaldehyde
| Conditions | Yield |
|---|---|
| With oxygen; palladium diacetate; toluene-4-sulfonic acid In water at 100℃; under 6080.41 Torr; for 24h; Autoclave; | 69% |
- 26214-65-3
furan-3-carbonyl chloride
- 498-60-2
furan-3-carboxaldehyde
| Conditions | Yield |
|---|---|
| With tetrahydrogenoboratebis(triphenylphosphine)copper(I); triphenylphosphine In acetone for 1h; Ambient temperature; | 67% |
| With Pd-BaSO4; thiourea; xylene Hydrogenation; |
| Conditions | Yield |
|---|---|
| With rhodium(III) chloride trihydrate; hydrogen; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 90℃; under 7500.75 Torr; for 12h; Autoclave; | 66% |
| With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 50℃; under 2280 Torr; | 60% |
| Conditions | Yield |
|---|---|
| Stage #1: 3-bromofurane With n-butyllithium In 2-methyltetrahydrofuran; dodecane; hexane at -75℃; for 0.333333h; Inert atmosphere; Stage #2: N,N-dimethyl-formamide In 2-methyltetrahydrofuran; dodecane; hexane at -75 - 20℃; Heating; | 65% |
| Conditions | Yield |
|---|---|
| With Bis(N-methylpiperazinyl) aluminum hydride In tetrahydrofuran for 8h; Heating; | 62% |
| With hydrogen; 2,2-dimethylpropanoic anhydride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 80℃; under 22501.8 Torr; for 48h; | 90 % Spectr. |
| Multi-step reaction with 2 steps 1: 83 percent / LiAlH4 / tetrahydrofuran / 22 h / Heating 2: 80 percent / CrO3, pyridine / CH2Cl2 / 0.33 h View Scheme |
| Conditions | Yield |
|---|---|
| With rhodium(III) iodide; hydrogen; acetic anhydride; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 100℃; for 24h; Autoclave; | 38% |
| Conditions | Yield |
|---|---|
| With rhodium(III) iodide; dichloro [1,1'-bis(diphenylphosphino)propane]palladium(II); hydrogen; acetic anhydride; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 100℃; for 24h; Autoclave; | 35% |
3-Furaldehyde Specification
The 3-Furaldehyde with CAS registry number of 498-60-2 is also known as 3-Furylcarboxaldehyde. The IUPAC name is Furan-3-carbaldehyde. It belongs to product categories of Aromatic Aldehydes & Derivatives (substituted); Furan&Benzofuran; API intermediates. In addition, the formula is C5H4O2 and the molecular weight is 96.08. This chemical is a colorless to light yellow liquid and should be sealed in ventilated and dry place away from oxides at the temperature of 2-8 °C.
Physical properties about 3-Furaldehyde are: (1)ACD/LogP: 0.51; (2)ACD/LogD (pH 5.5): 0.51; (3)ACD/LogD (pH 7.4): 0.51; (4)ACD/BCF (pH 5.5): 1.44; (5)ACD/BCF (pH 7.4): 1.44; (6)ACD/KOC (pH 5.5): 45.19; (7)ACD/KOC (pH 7.4): 45.19; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.515; (11)Molar Refractivity: 25.3 cm3; (12)Molar Volume: 83.8 cm3; (13)Surface Tension: 36.5 dyne/cm; (14)Density: 1.145 g/cm3; (15)Flash Point: 48.3 °C; (16)Enthalpy of Vaporization: 38.24 kJ/mol; (17)Boiling Point: 145.3 °C at 760 mmHg; (18)Vapour Pressure: 4.88 mmHg at 25 °C.
Preparation of 3-Furaldehyde: it is prepared by reaction of 3-iodo-furan with carbon monoxide. The reaction needs reagent Bu3SnH and solvent tetrahydrofuran over a Pd(PPh3)4 catalyst at the temperature of 50 °C. The yield is about 60%.
Uses of 3-Furaldehyde: it is used to produce N-furan-3-ylmethylene-N'-pyridin-2-yl-hydrazine by reaction with 2-hydrazino-pyridine. The reaction occurs with solvent ethanol and other condition of heating on a steam bath for 30 minutes. The yield is about 83%.
When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. What's more, it is toxic by inhalation and if swallowed. It is also flammable. During using it, wear suitable protective clothing and gloves. Keep in a cool place away from sources of ignition. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If accident happens or you feel unwell seek medical advice immediately.
You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=COC=C1C=O
2. InChI: InChI=1S/C5H4O2/c6-3-5-1-2-7-4-5/h1-4H
3. InChIKey: AZVSIHIBYRHSLB-UHFFFAOYSA-N
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