2493-04-1

Basic information

• Product Name: 5-NITROFURFURYL ALCOHOL
• Synonyms: 5-nitro-2-furanmethano;5-nitro-2-furanmethanol;5-nitro-furfurylalcoho;5-NITROFURFURYL ALCOHOL;5-NITRO-2-FURFURYL ALCOHOL;5-NITROFURFURYL ALCOHOL, TECH., 90%;2-Furanmethanol, 5-nitro- (9CI);5-Nitrofuryl alcohol
• CAS NO: 2493-04-1
• Molecular Formula: C₅H₅NO₄
• Molecular Weight: 143.1
• Product Categories: ALDEHYDE;Building Blocks;Furans;Heterocyclic Building Blocks
• Mol File: 2493-04-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 30-32 °C
• Boiling Point: 104-105 °C3 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.283 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000514mmHg at 25°C
• Refractive Index: n20/D 1.582(lit.)
• Storage Temp.: 2-8°C
• PKA: 13.46±0.10(Predicted)
• CAS DataBase Reference: 5-NITROFURFURYL ALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-NITROFURFURYL ALCOHOL(2493-04-1)
• EPA Substance Registry System: 5-NITROFURFURYL ALCOHOL(2493-04-1)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: LU9174000
• Hazardous Substances Data: 2493-04-1(Hazardous Substances Data)

Usage

Description

5-Nitrofurfuryl alcohol, also known as 5-NITROFURFURYL ALCOHOL, is an organic compound with the chemical formula C5H4N2O4. It is characterized by its nitro group (-NO2) attached to a furan ring, which contributes to its pharmacological properties. 5-NITROFURFURYL ALCOHOL has been widely used in the medical field due to its antimicrobial, antiprotozoal, and antihelminthic activities.

Uses

Used in Pharmaceutical Industry:
5-NITROFURFURYL ALCOHOL is used as an antibacterial agent for treating various bacterial infections. Its application is particularly relevant in cases where other antibiotics may be less effective or when resistance is a concern.
Used in Veterinary Medicine:
5-NITROFURFURYL ALCOHOL is used as an antiprotozoal and antihelminthic drug in animals, helping to combat protozoan and helminthic parasites that can cause various diseases in livestock and pets.
Used in Chemical Synthesis:
5-NITROFURFURYL ALCOHOL is used as a key intermediate in the synthesis of other pharmaceutical compounds, such as 5-nitrofurfuryl bromide and 5-nitrofurfurylamine hydrochloride. These synthesized compounds can have various applications in the medical field.
Used in Research:
5-NITROFURFURYL ALCOHOL is used in the study of the reduction of 2-substituted-5-nitrofuran compounds by rhodium complexes, such as [Rh(COD)(2-picoline)2](PF6) (COD = 1,5-cyclooctadiene) anchored on poly(4-vinylpyridine). This research can provide insights into the chemical properties and potential applications of 5-NITROFURFURYL ALCOHOL and its derivatives.

Environmental Fate

Hazardous decomposition products formed under fire conditions are carbon oxides and nitrogen oxides.

InChI:InChI=1/C5H5NO4/c7-3-4-1-2-5(10-4)6(8)9/h1-2,7H,3H2

Downstream Products

• 25294-78-4 4-Chlor-benzoesaeure-(5-nitro-furfur-2-yl-ester) 
• 6628-60-0 Chloressigsaeure-(5-nitro-furfur-2-yl-ester) 
• 6281-24-9 Bromessigsaeure-(5-nitro-furfur-2-yl-ester) 
• 13295-81-3 3-Chlor-propionsaeure-(5-nitro-furfur-2-yl-ester) 
• 698-63-5 5-nitrofurane-2-carboxaldehyde 
• 4098-31-1 2-(chloromethyl)-5-nitrofuran 
• 304015-74-5 (5-nitro-2-furyl)methyl 4-nitrophenyl carbonate 
• 365431-83-0 4-[[(4-chloro-butyl)-methyl-amino]-(5-nitro-furan-2-ylmethoxy)-phosphoryloxy]-benzoic acid allyl ester 
• 365431-92-1 C₂₀H₂₅ClN₃O₇P 
• 365431-90-9 {4-[[(4-chloro-butyl)-methyl-amino]-(5-nitro-furan-2-ylmethoxy)-phosphoryloxy]-phenyl}-acetic acid allyl ester 
• 365431-88-5 (S)-2-Acetylamino-3-{4-[[(4-chloro-butyl)-methyl-amino]-(5-nitro-furan-2-ylmethoxy)-phosphoryloxy]-phenyl}-propionic acid allyl ester 
• 880596-26-9 methyl 4-[O-(5-nitro)furfuryl N-methyl-N-(4-chlorobutyl) phosphono(difluoromethyl)]phenylacetate 
• 880595-63-1 C₃₆H₃₇ClF₂N₃O₉P 
• 365432-05-9 N-methyl-N-(4-chlorobutyl) O-(5-nitrofuryl-2-methyl) N'-(4-carboxy)phenyl phosphorodiamidate 

Relevant articles and documents

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.