92-55-7

Basic information

• Product Name: 5-Nitro-2-furaldehyde diacetate
• Synonyms: (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-furaldehyde diacetate, 98+%;5-NITROFURFURAL DIACETATEFURAZOLIDONE
• CAS NO: 92-55-7
• Molecular Formula: C₉H₉NO₇
• Molecular Weight: 243.17
• EINECS: 202-166-1
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Aromatics;Heterocycles;Intermediates;API;pharmaceutical;Pyridines;Pharmaceutical intermediates
• Mol File: 92-55-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 89-93 °C
• Boiling Point: 386.04°C (rough estimate)
• Flash Point: 141.5 °C
• Appearance: Yellow/Fine Crystalline Powder
• Density: 1.5301 (rough estimate)
• Vapor Pressure: 0.000605mmHg at 25°C
• Refractive Index: 1.5800 (estimate)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Very Slightly)
• Sensitive: Light Sensitive
• BRN: 255089
• CAS DataBase Reference: 5-Nitro-2-furaldehyde diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Nitro-2-furaldehyde diacetate(92-55-7)
• EPA Substance Registry System: 5-Nitro-2-furaldehyde diacetate(92-55-7)

Safety Data

• Hazard Codes: Xn
• Statements: 68-40-20/21/22
• Safety Statements: 24/25-36-22-45-36/37/39-7
• RTECS: LU1940000
• TSCA: Yes
• Hazardous Substances Data: 92-55-7(Hazardous Substances Data)

Usage

Description

5-Nitro-2-furaldehyde diacetate, with the CAS number 92-55-7, is a yellow fine crystalline powder that serves as a valuable compound in the realm of organic synthesis. Its unique chemical structure and properties make it a versatile building block for the creation of various organic compounds and intermediates.

Uses

Used in Organic Synthesis:
5-Nitro-2-furaldehyde diacetate is used as a synthetic intermediate for the production of a wide range of organic compounds. Its reactivity and functional groups allow it to participate in various chemical reactions, facilitating the synthesis of complex molecules and pharmaceuticals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-Nitro-2-furaldehyde diacetate is utilized as a key component in the development of new drugs and therapeutic agents. Its unique chemical properties enable it to be incorporated into the molecular structures of potential medications, contributing to their efficacy and pharmacological properties.
Used in Chemical Research:
5-Nitro-2-furaldehyde diacetate is also employed as a research tool in chemical laboratories. It is used to study various chemical reactions and mechanisms, providing valuable insights into the behavior of organic compounds and aiding in the discovery of new chemical processes and techniques.
Used in Specialty Chemicals Production:
5-Nitro-2-furaldehyde diacetate is used as a raw material in the production of specialty chemicals, such as dyes, pigments, and fragrances. Its ability to undergo specific chemical transformations makes it a suitable candidate for the synthesis of these high-value products.

InChI:InChI=1/C9H9NO7/c1-5(11)15-9(16-6(2)12)7-3-4-8(17-7)10(13)14/h3-4,9H,1-2H3

Upstream product

• 98-01-1 furfural 
• 108-24-7 acetic anhydride 
• 5904-70-1 2-acetoxy-2-diacetoxymethyl-5-nitro-2,5-dihydrofuran 
• 75631-81-1 (E)-2-acetoxy-5-nitro-2,5-dihydrofurfural diacetate 
• 75631-82-2 (Z)-2-acetoxy-5-nitro-2,5-dihydrofurfural diacetate 
• 698-63-5 5-nitrofurane-2-carboxaldehyde 

Downstream Products

• 96252-06-1 (4-{[1-(5-Nitro-furan-2-yl)-meth-(Z)-ylidene]-amino}-5-oxo-3-phenyl-4,5-dihydro-[1,2,4]triazol-1-yl)-acetic acid propyl ester 
• 96252-09-4 (3-(4-Chloro-phenyl)-4-{[1-(5-nitro-furan-2-yl)-meth-(Z)-ylidene]-amino}-5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl)-acetic acid propyl ester 
• 118794-58-4 4-{[1-(5-Nitro-furan-2-yl)-meth-(E)-ylidene]-amino}-5-p-tolyloxymethyl-4H-[1,2,4]triazole-3-thiol 
• 87296-98-8 (nitro-5 furfurylideneamino)-4 (hydroxy-2 ethyl)-1 phenyl-3 triazol-1,2,4 one-5 
• 118794-60-8 5-(4-Bromo-phenoxymethyl)-4-{[1-(5-nitro-furan-2-yl)-meth-(E)-ylidene]-amino}-4H-[1,2,4]triazole-3-thiol 
• 118794-61-9 5-(4-Chloro-3-methyl-phenoxymethyl)-4-{[1-(5-nitro-furan-2-yl)-meth-(E)-ylidene]-amino}-4H-[1,2,4]triazole-3-thiol 
• 96252-08-3 2-(2-Hydroxy-ethyl)-5-(4-methoxy-phenyl)-4-{[1-(5-nitro-furan-2-yl)-meth-(Z)-ylidene]-amino}-2,4-dihydro-[1,2,4]triazol-3-one 
• 96252-07-2 (3-(4-Methoxy-phenyl)-4-{[1-(5-nitro-furan-2-yl)-meth-(Z)-ylidene]-amino}-5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl)-acetic acid ethyl ester 
• 125240-63-3 1-(2,4-Dichlorobenzyl)-4-(5-nitro-2-furfurylidene)hydrazinopyrazolo<3,4-d>pyrimidine 
• 125240-89-3 1-(2,4-Dichlorobenzyl)-5-(5-nitro-2-furfurylidene)amino-4,5-dihydropyrazolo<3,4-d>pyrimidin-4-one 
• 125240-64-4 N-[1-(2,4-Dichloro-benzyl)-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl]-N'-[1-(5-nitro-furan-2-yl)-meth-(E)-ylidene]-hydrazine 
• 125240-90-6 1-(2,4-Dichloro-benzyl)-3-methyl-5-{[1-(5-nitro-furan-2-yl)-meth-(E)-ylidene]-amino}-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one 
• 118794-59-5 4-{[1-(5-Nitro-furan-2-yl)-meth-(E)-ylidene]-amino}-5-o-tolyloxymethyl-4H-[1,2,4]triazole-3-thiol 
• 87297-04-9 (nitro-5 furfurylideneamino)-4 allyl-1 phenyl-3 triazol-1,2,4 one-5 

Relevant articles and documents

Synthetic method for medical intermediate 5-nitrofurfural diacetate

The invention relates to a production technology for 5-nitrofurfural diacetate. A main improvement point of the method is an adding moment and an adding mode of sulfuric acid. Through optimizing, a yield of the 5-nitrofurfural diacetate is improved, and higher purity is kept.

Preparation and Characterization of a Small Library of Thermally-Labile End-Caps for Variable-Temperature Triggering of Self-Immolative Polymers

The reaction between furans and maleimides has increasingly become a method of interest as its reversibility makes it a useful tool for applications ranging from self-healing materials, to self-immolative polymers, to hydrogels for cell culture and for the preparation of bone repair. However, most of these applications have relied on simple monosubstituted furans and simple maleimides and have not extensively evaluated the potential thermal variability inherent in the process that is achievable through simple substrate modification. A small library of cycloadducts suitable for the above applications was prepared, and the temperature dependence of the retro-Diels-Alder processes was determined through in situ 1H NMR analyses complemented by computational calculations. The practical range of the reported systems ranges from 40 to >110 °C. The cycloreversion reactions are more complex than would be expected based on simple trends expected based on frontier molecular orbital analyses of the materials.

Sulphated zirconia as an eco-friendly catalyst in acylal preparation under solvent-free conditions, acylal deprotection assisted by microwaves, and the synthesis of anhydro-dimers of o-hydroxybenzaldehydes

A solvent-free approach is described for the regioselective synthesis of acylals (1,1-diacetates) in shorter reaction times and higher yields, compared to conventional methodology using solvents. In the protection reaction of the o-hydroxybenzaldehyde the formation of acetyl compounds and anhydro-dimers was observed. The deprotection reaction involves microwave (MW) exposure of diluted reactants in the presence of solid sulphated zirconia (SZ) catalyst that can be easily recovered and reused. The sulphated zirconia was recycled several times without any loss of activity.