704-13-2

Basic information

• Product Name: 3-Hydroxy-4-nitrobenzaldehyde
• Synonyms: 3-ForMyl-6-nitrophenol;5-ForMyl-2-nitrophenol;3-Hydroxy-4-nitrobenzaldehyde 97%;3-HYDROXY-4-NITROBENZALDEHYDE
• CAS NO: 704-13-2
• Molecular Formula: C₇H₅NO₄
• Molecular Weight: 167.12
• EINECS: 211-879-7
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Aromatic compound;Aldehydes;C7;Carbonyl Compounds
• Mol File: 704-13-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 127-131 °C(lit.)
• Boiling Point: 303.3ºC at 760 mmHg
• Flash Point: 138.8ºC
• Appearance: yellow/Crystalline Powder
• Density: 1.5g/cm3
• Vapor Pressure: 0.000524mmHg at 25°C
• Refractive Index: 1.666
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 6.14±0.13(Predicted)
• BRN: 2556882
• CAS DataBase Reference: 3-Hydroxy-4-nitrobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Hydroxy-4-nitrobenzaldehyde(704-13-2)
• EPA Substance Registry System: 3-Hydroxy-4-nitrobenzaldehyde(704-13-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 704-13-2(Hazardous Substances Data)

Usage

Uses

3-Hydroxy-4-nitrobenzaldehyde is the aldehyde component in a study of an enantioselective thioester aldol reaction. This reaction has been catalyzed by copper(II) triflate in the presence of a chiral bisoxazoline ligand. The product has been used as a chromophoric substrate for probing the catalytic mechanism of horse liver alcohol dehydrogenase.

InChI:InChI=1/C7H5NO4/c9-4-5-1-2-6(8(11)12)7(10)3-5/h1-4,10H

Upstream product

• 100-83-4 meta-hydroxybenzaldehyde 
• 116496-11-8 3-hydroxy-4-nitro-benzaldehyde-oxime 
• 619-14-7 3-hydroxy-4-nitro-benzoic acid 
• 61161-83-9 5-(hydroxymethyl)-2-nitrophenol 

Downstream Products

• 90729-86-5 3-hydroxy-4-nitrocinnamic acid 
• 112367-63-2 3-hydroxy-4-nitro-benzaldehyde-thiosemicarbazone 
• 619-14-7 3-hydroxy-4-nitro-benzoic acid 
• 861081-87-0 2,6-dibromo-3-hydroxy-4-nitro-benzaldehyde 
• 79557-77-0 3-(3-hydroxy-4-nitrophenyl)-acrylic acid methyl ester 
• 227751-65-7 3-(3-Hydroxy-4-nitro-phenyl)-acrylic acid ethyl ester 
• 813449-09-1 2-[3-hydroxy-4-nitrophenyl]-1-[6-methylpyridin-2-yl]-ethanone 
• 864275-13-8 (5Z)-2-[(2,6-dichlorophenyl)amino]-5-[(3-hydroxy-4-nitrophenyl)methylidene]-1,3-thiazol-4(5H)-one 
• 877592-10-4 5-(2,2-dibromoethenyl)-2-nitrophenol 
• 61161-83-9 5-(hydroxymethyl)-2-nitrophenol 
• 1187590-58-4 C₁₈H₁₇BrN₄O₃ 
• 1228355-05-2 N,N',N'',N'''-tetra-3-hydroxy-4-nitrobenzalidene-3,3'-diaminobenzidine 

Relevant articles and documents

Microwave-enhanced Friedl?nder synthesis for the rapid assembly of halogenated quinolines with antibacterial and biofilm eradication activities against drug resistant and tolerant bacteria

Herein, we disclose the development of a catalyst- and protecting-group-free microwave-enhanced Friedl?nder synthesis which permits the single-step, convergent assembly of diverse 8-hydroxyquinolines with greatly improved reaction yields over traditional oil bath heating (increased from 34% to 72%). This rapid synthesis permitted the discovery of novel biofilm-eradicating halogenated quinolines (MBECs = 1.0-23.5 μM) active against MRSA, MRSE, and VRE. These small molecules exhibit activity through mechanisms independent of membrane lysis, further demonstrating their potential as a clinically useful treatment option against persistent biofilm-associated infections.

A Phytochemical-Halogenated Quinoline Combination Therapy Strategy for the Treatment of Pathogenic Bacteria

With the continued rise of drug-resistant bacterial infections coupled with the current discouraging state of the antibiotic pipeline, the need for new antibacterial agents that operate through unique mechanisms compared with conventional antibiotics and work in synergy with other agents is at an all-time high. We have discovered that gallic acid, a plant-derived phytochemical, dramatically potentiates the antibacterial activities of several halogenated quinolines (up to 11 800-fold potentiation against Staphylococcus aureus) against pathogenic bacteria, including drug-resistant clinical isolates. S. aureus demonstrated the highest sensitivity towards gallic acid-halogenated quinoline combinations, including one halogenated quinoline that demonstrated potentiation of biofilm eradication activity against a methicillin-resistant S. aureus (MRSA) clinical isolate. During our studies, we also demonstrated that these halogenated quionlines operate through an interesting metal(II) cation-dependent mechanism and display promising mammalian cytotoxicity.

A green chemistry method for the regeneration of carbonyl compounds from oximes by using cupric chloride dihydrate as a recoverable promoter for hydrolysis

A mild, efficient, general, and green method for the regeneration of carbonyl compounds from their corresponding oximes is described. Cupric salts promoted hydrolysis of oximes was studied, and the best reaction conditions for the hydrolysis have been found. Carbonyl compounds were obtained in 85-98% yields after the treatment of oximes with 2 molar equivalent of CuCl 22H2O at reflux (around 75 C) in a mixed solvent of acetonitrile and water (4:1). In addition, cupric salt was readily recovered in an almost quantitative yield via the complete precipitation of Cu(OH) 22H2O. Georg Thieme Verlag Stuttgart · New York.