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| CAS No.: | 698-63-5 |
|---|---|
| Name: | 5-Nitrofurfural |
| Molecular Structure: | |
|
|
|
| Formula: | C5H3NO4 |
| Molecular Weight: | 141.083 |
| Synonyms: | 2-Furaldehyde,5-nitro- (6CI,8CI);2-Formyl-5-nitrofuran;5-Nitro-2-furaldehyde;5-Nitro-2-furancarboxaldehyde;5-Nitro-2-furylaldehyde;5-Nitro-2-furylcarboxaldehyde;5-Nitrofurfural;5-Nitrofurfuraldehyde;Furadoxyl;NSC 111144;NSC 5574; |
| EINECS: | 211-816-3 |
| Density: | 1.473 g/cm3 |
| Melting Point: | 37-39 °C(lit.) |
| Boiling Point: | 252.2 °C at 760 mmHg |
| Flash Point: | 118.6 °C |
| Solubility: | Sparingly soluble in water |
| Appearance: | Yellow to brown crystalline low melting solid |
| Hazard Symbols: |
 F,  Xn
|
| Risk Codes: | 11-68 |
| Safety: | 16-36/37 |
| Transport Information: | UN 1325 4.1/PG 2 |
| PSA: | 76.03000 |
| LogP: | 1.52350 |
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| Conditions | Yield |
|---|---|
| With Nitrogen dioxide In acetonitrile at 20℃; under 750.075 Torr; for 6h; | 78% |
| With nitric acid; acetic anhydride at -30℃; for 2h; | 22% |
| Stage #1: furfural With sulfuric acid; nitric acid; acetic anhydride at 0℃; for 1h; Stage #2: With sulfuric acid In water at 110℃; for 0.0833333h; | |
| Multi-step reaction with 2 steps 1: nitric acid; sulfuric acid / 1 h / 0 °C 2: sulfuric acid / 0.03 h / 540 °C View Scheme |
| Conditions | Yield |
|---|---|
| With manganese(II) nitrate hexahydrate; copper(II) nitrate trihydrate; acetic acid In α,α,α-trifluorotoluene at 50℃; for 2h; In air; chemoselective reaction; | 95% |
| With manganese(IV) oxide In dichloromethane at 20℃; for 12h; Solvent; Reagent/catalyst; | 90% |
| With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In neat (no solvent) at 20℃; for 2h; Milling; | 89% |
| With manganese(IV) oxide; sulfuric acid | |
| With rhodium contaminated with carbon at 150℃; under 60006 Torr; for 4h; Supercritical conditions; |
| Conditions | Yield |
|---|---|
| With caro's acid; silica gel In dichloromethane for 0.0916667h; Heating; | 100% |
| With sulphated zirconia In acetonitrile at 60℃; for 2h; Microwave irradiation; | 100% |
| With indium(III) chloride; sulfuric acid; orthoformic acid triethyl ester at 78 - 85℃; for 1.5h; Reagent/catalyst; | 89.2% |
- 698-63-5
5-nitrofurane-2-carboxaldehyde
| Conditions | Yield |
|---|---|
| With sulfuric acid at 540℃; for 0.0333333h; | 83% |
- 698-63-5
5-nitrofurane-2-carboxaldehyde
| Conditions | Yield |
|---|---|
| With sulfuric acid In water at 0 - 50℃; for 0.833333 - 0.916667h; |
- 13529-17-4
5-Formyl-2-furancarboxylic acid
- 698-63-5
5-nitrofurane-2-carboxaldehyde
| Conditions | Yield |
|---|---|
| With nitronium tetrafluoborate; silver carbonate In N,N-dimethyl acetamide at 90℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 87% |
- 20782-91-6
2-(bromomethyl)-5-nitrofuran
- 698-63-5
5-nitrofurane-2-carboxaldehyde
| Conditions | Yield |
|---|---|
| With benzo[c]cinnoline; 2,6-di-tert-butyl-4-methylpyridine In acetonitrile at 80℃; Kornblum Aldehyd Synthesis; | 80% |
- 20782-90-5
5-nitrofurfuryl azide
- 698-63-5
5-nitrofurane-2-carboxaldehyde
| Conditions | Yield |
|---|---|
| With hydrogenchloride In ethanol at 35℃; | 67% |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: nitric acid; acetic acid anhydride 2: aqueous sulfuric acid 3: manganese (IV)-oxide; aqueous sulfuric acid View Scheme | |
| Multi-step reaction with 3 steps 1: nitric acid / acetic anhydride / 1 h 2: sodium hydroxide / methanol / 3 h / 20 °C 3: manganese(IV) oxide / dichloromethane / 12 h / 20 °C View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: aqueous sulfuric acid 2: manganese (IV)-oxide; aqueous sulfuric acid View Scheme | |
| Multi-step reaction with 2 steps 1: sodium hydroxide / methanol / 3 h / 20 °C 2: manganese(IV) oxide / dichloromethane / 12 h / 20 °C View Scheme |
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Chemistry
5-Nitrofurfural(698-63-5) can be also named as 5-nitrofurfuraldehyde; Nitrofuraldehyde,97%; 5-Nitro-2-furaldehyde,(5-Nitrofurfural); 2-Formyl-5-nitrofuran;2-Furaldehyde, 5-nitro-;5-Furancarboxaldehyde, 5-nitro-;5-nitro-2-furaldehyd;5-Nitro-2-furancarboxaldehyde;5-nitro-5-furancarboxaldehyd;5-nitro-5-furancarboxaldehyde;5-Nitro-furan-2-carbaldehyde,and so on.5-Nitrofurfural(698-63-5) is usually in the form of brown crystals.
CAS: 698-63-5
Molecular Formula: C5H3NO4
Molecular Weight: 141.08
Molecular structure:
EINECS: 211-816-3
Melting point: 37-39 °C(lit.)
Boiling point: 121 °C10 mm Hg(lit.)
Density: 1.349 g/mL at 25 °C(lit.)
Refractive index: n20/D 1.59(lit.)
Flash point: 92 °F
Storage temp.: Flammables area
Water Solubility: sparingly soluble
Sensitive: Air & Light Sensitive
BRN: 120539
Molar Refractivity: 31.85 cm3
Molar Volume: 95.7 cm3
Polarizability: 12.62 10-24cm3
Surface Tension: 55.9 dyne/cm
Density: 1.473 g/cm3
Enthalpy of Vaporization: 48.96 kJ/mol
Vapour Pressure: 0.0196 mmHg at 25°C
Uses
Toxicity Data With Reference
| 1. | mmo-sat 1 nmol/plate | MUREAV Mutation Research. 81 (1981),21. | ||
| 2. | dnr-esc 50 µg/disc | MUREAV Mutation Research. 81 (1981),21. |
RTECS: LT7200000
Consensus Reports
Safety Profile
Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: F,Xi,Xn
Risk Statements: 11-68-10
Safety Statements: 16-36/37
RIDADR: UN 1325 4.1/PG 2
WGK Germany: 3
Hazard Note: Irritant
HazardClass: 3.2
PackingGroup: III
HS Code: 29321900
Hazardous Substances Data: 698-63-5(Hazardous Substances Data)