20195-22-6

Basic information

• Product Name: 2,4-dinitrobenzoyl chloride
• Synonyms: 2,4-dinitrobenzoyl chloride;EINECS 243-578-1;2,4-Dinitrobenzoic acid chloride
• CAS NO: 20195-22-6
• Molecular Formula: C₇H₃ClN₂O₅
• Molecular Weight: 230.56212
• EINECS: 243-578-1
• Mol File: 20195-22-6.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 352.1°C at 760 mmHg
• Flash Point: 166.7°C
• Appearance: /
• Density: 1.652g/cm³
• Vapor Pressure: 3.93E-05mmHg at 25°C
• Refractive Index: 1.629
• CAS DataBase Reference: 2,4-dinitrobenzoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dinitrobenzoyl chloride(20195-22-6)
• EPA Substance Registry System: 2,4-dinitrobenzoyl chloride(20195-22-6)

Safety Data

• Hazardous Substances Data: 20195-22-6(Hazardous Substances Data)

Usage

Uses

2,4-Dinitrobenzoyl Chloride is a reagent for the synthesis of new benzoyl hydrazones, which exhibits antioxidant, anticholinesterase and anticancer activities.

InChI:InChI=1/C7H3ClN2O5/c8-7(11)5-2-1-4(9(12)13)3-6(5)10(14)15/h1-3H

Upstream product

• 610-30-0 2,4-dinitrobenzoic acid 

Downstream Products

• 108272-92-0 phosphoric acid-(β,β'-bis-palmitoyloxy-isopropyl ester)-[2-(2,4-dinitro-benzoylamino)-ethyl ester] 
• 17586-89-9 2-(2,4-dinitro-phenyl)-benzothiazole 
• 50709-84-7 2,4-dinitrobenzophenone 
• 54948-58-2 2,4-dinitrobenzoyl azide 
• 99847-34-4 2,4-dinitro-benzoic acid-(4-hydroxy-anilide) 
• 374632-10-7 2,4-dinitro-benzoic acid p-toluidide 
• 24642-88-4 2,4-dinitro-benzoic acid p-anisidide 
• 22978-56-9 2,4-dinitro-benzoic acid anilide 
• 525563-02-4 2,4-dinitro-benzoic acid m-toluidide 
• 99847-62-8 2,4-dinitro-benzoic acid-(3-hydroxy-anilide) 
• 58992-87-3 2,4-dinitro-benzoic acid-(2-diethylamino-ethyl ester) 
• 525563-19-3 2,4-dinitro-benzoic acid o-toluidide 
• 111922-89-5 1-(2,4-Dinitro-phenyl)-2-[1-morpholin-4-yl-meth-(E)-ylidene]-butan-1-one 
• 18959-19-8 4-nitrophenyl 2,4-dinitrobenzoate 

Relevant articles and documents

Synthesis, kinetics and biological assay of some novel aryl bis-thioureas: A potential drug candidates for Alzheimer's disease

A new series of bis-thioureas (4a-4j) was synthesized and characterized through spectroscopic and elemental analysis. The synthesized compounds 4a-4j were subjected to acetylcholinesterase enzyme (AChE) inhibition activity and free radical scavenging activity. The results of AChE inhibition assay were found to be active in inhibiting the target enzyme with different IC50 values. Among all derivatives, the 4 g showed highly potent inhibition potential against AChE enzyme with IC50 value of 0.1761±0.00768 μM, which is several times better than the reference inhibitor neostigmine methylsulfate IC50 2.469±0.069 μM. The initial structure-activity relationship (SAR) of 4 g revealed dual hydrogen bonding ability (donor and acceptor). Moreover, the electronic environment around the aromatic ring also greatly influenced the enzyme inhibition of AChE. To further explore the newly synthesized AChE inhibitors, kinetic studies were carried out to determine the mode of inhibition and it was found to be competitive inhibition. Pharmacokinetic predictions (ADMET parameters) were also evaluated and compounds showed good lead-like potential with little hepatotoxic and no skin-sensitive effects. The molecular docking studies delineated the binding affinity of the ligands with target protein and showed docking scores in the range of -10.3 to -7.6 kcal/mol.

Synthesis, antimicrobial evaluation, and QSAR analysis of 2-isopropyl-5-methylcyclohexanol derivatives

A series of 2-isopropyl-5-methylcyclohexanol derivatives were synthesized and evaluated for their antibacterial activity against Gram-positive Staphylococcus aureus and Bacillus subtilis and Gram-negative Escherichia coli and in vitro antifungal activity against Candida albicans and Aspergillus niger. The results of antimicrobial activity demonstrated that the compounds 10, 20, and 21 were the most active ones among the synthesized compounds. The QSAR studies revealed the importance of dipole moment (μ), total energy (Te), and topological parameters (κ1 and κ3) in describing the antimicrobial activity of 2-isopropyl-5-methylcyclohexanol derivatives. Springer Science+Business Media, LLC 2011.

Determining the σ-donor ability of the cyclopropane C-C bond

The low temperature crystal structures of ester and ether derivatives of varying electron demand, derived from cyclopropylmethanol 8 and dicyclopropylmethanol 9, have been determined. These structures show a very strong response of the C-OR bond distance to the electron demand of the OR substituent, demonstrating the strong σ-donor ability of the strained C-C bonds in the cyclopropane ring. The Royal Society of Chemistry 2005.