| Identification | More | [Name]
5-Nitro-2-furaldehyde diacetate | [CAS]
92-55-7 | [Synonyms]
2-(DIACETOXYMETHYL)-5-NITROFURAN
5-NITRO-2-FURALDEHYDE DIACETATE
5-NITRO-2-FURANMETHANEDIOL DIACETATE
5-NITRO-2-FURFURALDEHYDE DIACETATE
5-NITRO-2-FURFURAL DIACETATE
5-NITRO-2-FURFURAL DIACETYL ACETAL
5-NITROFURFURAL DIACETATE
5-NITROFURFURAL DIACETYL ACETAL
5-NITROFURFURYLIDENE DIACETATE
(ACETYLOXY)(5-NITRO-2-FURYL)METHYL ACETATE
(5-nitro-2-furanyl)-methanediodiacetate(ester)
2-Furanmethanediol, 5-nitro-, diacetate
5-Nitro-2-furaldiacetate
5-Nitro-2-furancarboxaldehyde diacetate
5-Nitro-2-furanmethandiol diacetate
5-nitro-2-furanmethandioldiacetate
5-nitro-2-furanmethanediodiacetate
5-Nitrofuraldehyde diacetate
5-nitrofuraldehydediacetate
Methanediol, (5-nitro-2-furanyl)-, diacetate | [EINECS(EC#)]
202-166-1 | [Molecular Formula]
C9H11NO8 | [MDL Number]
MFCD00003244 | [Molecular Weight]
261.19 | [MOL File]
92-55-7.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow fine crystalline powder | [Melting point ]
89-93 °C
| [Boiling point ]
386.04°C (rough estimate) | [density ]
1.5301 (rough estimate) | [refractive index ]
1.5800 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Very Slightly) | [form ]
Fine Crystalline Powder | [color ]
Yellow | [Sensitive ]
Light Sensitive | [BRN ]
255089 | [InChI]
InChI=1S/C9H9NO7/c1-5(11)15-9(16-6(2)12)7-3-4-8(17-7)10(13)14/h3-4,9H,1-2H3 | [InChIKey]
HSXKWKJCZNRMJO-UHFFFAOYSA-N | [SMILES]
C(OC(=O)C)(OC(=O)C)C1=CC=C([N+]([O-])=O)O1 | [LogP]
1.06 at 20℃ | [CAS DataBase Reference]
92-55-7(CAS DataBase Reference) | [NIST Chemistry Reference]
2-(Diacetoxymethyl)-5-nitrofuran(92-55-7) | [EPA Substance Registry System]
92-55-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R68:Possible risk of irreversible effects.
R40:Limited evidence of a carcinogenic effect. | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S22:Do not breathe dust . | [RTECS ]
LU1940000 | [TSCA ]
Yes | [HS Code ]
29321900 |
| Hazard Information | Back Directory | [Chemical Properties]
yellow fine crystalline powder | [Uses]
5-Nitrofuraldehyde Diacetate (cas# 92-55-7) is a compound useful in organic synthesis. | [Synthesis]
GENERAL STEPS: A premixed solution of concentrated nitric acid (8.6 mL, 12.2 g, 193.62 mmol) and concentrated sulfuric acid (0.06 mL, 1.1 g, 11.2 mmol) was slowly added dropwise under stirring conditions to acetic anhydride (90 mL) at 0 °C. Subsequently, freshly distilled 2-furancarboxaldehyde (10.4 mL, 12.06 g, 125.5 mmol) was added dropwise to the above reaction mixture over 45 minutes and stirring was continued at 0 °C for 1 hour. Upon completion of the reaction, water (100 mL) was added to the mixture and stirred at room temperature for 30 min to promote the formation of a white precipitate. Next, the pH of the reaction mixture was adjusted to about 2.5 with 10% NaOH solution, followed by heating the mixture at 50 °C for 1 hour. After the reaction solution was cooled to room temperature, the white precipitate formed was collected by filtration, washed with water, and finally recrystallized by anhydrous ethanol and dried to afford 5-nitrofurfural diacetate (Product 2) in a yield of 24.84 g in 82% yield. | [References]
[1] Asian Journal of Chemistry, 2018, vol. 30, # 2, p. 312 - 316
[2] Journal of Organic Chemistry, 2018, vol. 83, # 8, p. 4427 - 4440
[3] Industrial and Engineering Chemistry, 1955, vol. 47, p. 358,359
[4] Kagaku Kenkyusho Hokoku, 1955, vol. 31, p. 430,434
[5] Chem.Abstr., 1956, p. 15504 |
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