5-Nitro-2-furaldehyde diacetate Chemical Properties

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

Methanediol, (5-nitro-2-furanyl)-, diacetate (ester) (92-55-7)

Safety Information

Hazard Codes 

Xn

Risk Statements 

68-40-20/21/22

Safety Statements 

24/25-36-22-45-36/37/39-7

RTECS 

LU1940000

TSCA 

Yes

HS Code 

29321900

MSDS

• Language:English Provider:5-Nitrofurfurylidene diacetate
• Language:English Provider:ACROS
• Language:English Provider:ALFA

5-Nitro-2-furaldehyde diacetate Usage And Synthesis

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

5-Nitro-2-furaldehyde diacetate(92-55-7)Related Product Information

• Furfural
• Cellulose acetate
• Methyl acetate
• Dimethylbenzylcarbinyl acetate
• Pancuronium bromide
• Ethyl acetate
• Sodium acetate
• Butyl acetate
• 5-Nitrofurfural
• 4-Nitrophenylacetic acid
• Diacetin
• Ethylene glycol diacetate
• Ammonium acetate
• Benzyl acetate
• Vinyl acetate
• Magnesium acetate
• 5-Nitro-2-furoic acid
• nifurprazine