5-Nitro-2-furaldehyde

Base Information

• Chemical Name: 5-Nitro-2-furaldehyde
• CAS No.: 698-63-5
• Molecular Formula: C5H3NO4
• Molecular Weight: 141.083
• Hs Code.: 29321900
• European Community (EC) Number: 211-816-3
• NSC Number: 111144,5574
• UNII: XXX18AU0Z3
• DSSTox Substance ID: DTXSID30220097
• Nikkaji Number: J60.118G
• Wikidata: Q27116084
• ChEMBL ID: CHEMBL351937
• Mol file: 698-63-5.mol

Synonyms:5-nitro-2-furaldehyde;5-nitrofuraldehyde;5-nitrofurfural

Chemical Property of 5-Nitro-2-furaldehyde

Chemical Property:

• Appearance/Colour: Yellow to brown crystalline low melting solid
• Vapor Pressure: 0.0196mmHg at 25°C
• Melting Point: 37-39 °C(lit.)
• Refractive Index: n20/D 1.59(lit.)
• Boiling Point: 252.2 °C at 760 mmHg
• Flash Point: 118.6 °C
• PSA: 76.03000
• Density: 1.473 g/cm³
• LogP: 1.52350
• Storage Temp.: Flammables area
• Sensitive.: Air & Light Sensitive
• Water Solubility.: sparingly soluble
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 141.00620758
• Heavy Atom Count: 10
• Complexity: 152

Purity/Quality:

99.9% ^*data from raw suppliers

5-Nitro-2-furaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xn
• Hazard Codes: F,Xi,Xn
• Statements: 11-68-10
• Safety Statements: 16-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(OC(=C1)[N+](=O)[O-])C=O
• Description: Nitrofuran carboxaldehyde (NFC) is used to synthesize many drugs and chemicals such as nifuraldezone, puraguanidine, nifuratrone, furmethoxadone, etc. Furfural the main structure of NFC was determined many years ago to be a byproduct of formic acid synthesis. Furfural is produced from agricultural byproducts such as sugarcane bagasse and corncobs.
• Uses: NFC and its derivatives have antibacterial and antifungal activities. They destroy both gram-positive and gram-negative organisms such as Staphylococcus aureus, Salmonella schotmuelleri, Pseudomonas aeruginosa, Proteus vulgaris, Escherichia coli, and Streptococcus pyogenes. They may be used as antibacterial agents in a prophylactic manner, for example, in cleaning and disinfecting products. This compound also has antitrichomonal and antifungal activities. 5-Nitro-2-furaldehyde was used in the synthesis of a series of 4-(5-nitrofuran-2-yl)prop-2-en-1-one derivatives. . It was also used in the synthesis of modified mesoporous silica (MCM-41). 5-Nitrofurfural can be commonly used as pharmaceutical intermediates.

Technology Process of 5-Nitro-2-furaldehyde

There total 24 articles about 5-Nitro-2-furaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

5-nitro-2-furfuraldehyde diacetate (92-55-7) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Guidance literature:

With caro's acid; silica gel; In dichloromethane; for 0.0916667h; Heating;

DOI:10.1080/10426500490494750

Reference yield: 95.0%

(5-nitrofuran-2-yl)methanol (2493-04-1) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Guidance literature:

With manganese(II) nitrate hexahydrate; copper(II) nitrate trihydrate; acetic acid; In α,α,α-trifluorotoluene; at 50 ℃; for 2h; chemoselective reaction; In air;

DOI:10.1002/chem.200903527

Reference yield: 87.0%

5-Formyl-2-furancarboxylic acid (13529-17-4) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Guidance literature:

With nitronium tetrafluoborate; silver carbonate; In N,N-dimethyl acetamide; at 90 ℃; for 12h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.5b02133

upstream raw materials:

(5-nitrofuran-2-yl)methanol

2-(iodomethyl)-5-nitrofuran

chloroform

5-nitro-2-furfuraldehyde diacetate

Downstream raw materials:

5-nitro-2-acetylfuran

furazolidone

3-(5-nitro-furfurylidenamino)-thiazolidin-2-one

1-<(5-Nitrofurfuryliden)amino>-2-imidazolidinon

Refernces

• 1、 Cheedarala, Ravi Kumar,Chidambaram, Ramasamy R.,Siva, Ayyanar,Song, Jung Il. "An aerobic oxidation of alcohols into carbonyl synthons using bipyridyl-cinchona based palladium catalyst". . p. 32942 - 32954. Retrieved 2021/12/02.
• 2、 -. "Thermally Sensitive Protecting Groups for Cysteine, and Manufacture and Use Thereof". . . Retrieved 2021/02/12.