2702-58-1

Basic information

• Product Name: Methyl 3,5-dinitrobenzoate
• Synonyms: Benzoic acid, 3,5-dinitro-, methyl ester;3,5-DINITROBENZOIC ACID METHYL ESTER;METHYL 3,5-DINITROBENZOATE;Methyl 3,5-dinitrobenzoate,99%;3,3,5-Dinitrobenzoic acid methyl ester;3,5- twoNitrobenzoic AcidMethyl Ester;NSC 7317
• CAS NO: 2702-58-1
• Molecular Formula: C₈H₆N₂O₆
• Molecular Weight: 226.14
• EINECS: 220-289-9
• Product Categories: Aromatic Esters;C8 to C9;Carbonyl Compounds;Esters
• Mol File: 2702-58-1.mol
• Article Data: 41

Chemical Properties

• Melting Point: 107-109 °C(lit.)
• Boiling Point: 367.74°C (rough estimate)
• Flash Point: 174.1±24.3 °C
• Appearance: pale yellow crystalline powder
• Density: 1.6136 (rough estimate)
• Vapor Pressure: 2.81E-05mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• BRN: 1252593
• CAS DataBase Reference: Methyl 3,5-dinitrobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3,5-dinitrobenzoate(2702-58-1)
• EPA Substance Registry System: Methyl 3,5-dinitrobenzoate(2702-58-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 2702-58-1(Hazardous Substances Data)

Usage

Chemical Properties

pale yellow crystalline powder

Synthesis Reference(s)

Synthetic Communications, 12, p. 1139, 1982 DOI: 10.1080/00397918208065981

InChI:InChI=1/C8H6N2O6/c1-16-8(11)5-2-6(9(12)13)4-7(3-5)10(14)15/h2-4H,1H3

Upstream product

• 67-56-1 methanol 
• 99-33-2 3,5-dinitrobenoyl chloride 
• 49791-30-2 3,5-dinitro-benzoyl bromide 
• 1825-61-2 Trimethylmethoxysilane 
• 99-34-3 3,5-dinitrobenzoic acid 
• 594-09-2 trimethylphosphane 
• 587833-95-2 1,3-dinitro-5-trimethoxymethylbenzene 
• 114841-93-9 tetramethylammonium 3,5-dinitrobenzoate 
• 74-88-4 methyl iodide 
• 186581-53-3 diazomethane 
• 616-42-2 dimethylsulfite 
• 931-53-3 Cyclohexyl isocyanide 
• 4110-35-4 3,5-dinitrobenzonitrile 
• 124-41-4 sodium methylate 

Downstream Products

• 21903-30-0 methyl 3,5-N,N,N',N'-tetramethylaminobenzoate 
• 618-71-3 ethyl 3,5-dinitrobenzoate 
• 1428901-25-0 methyl 3-(4-fluorophenoxy)-5-nitrobenzoate 
• 1452783-95-7 C₂₂H₁₆F₂N₁₀O₆S 
• 1452784-15-4 C₁₁H₆N₄O₅S 
• 83797-78-8 5-(3,5-dinitrophenyl)-1,3,4-oxadiazole-2-thiol 
• 354512-22-4 3-methoxyl-5-nitrobenzaldehyde 
• 1325235-65-1 ethyl 3-(3-methoxy-5-nitrophenyl)propanoate 
• 1325235-63-9 (E)-ethyl 3-(3-methoxy-5-nitrophenyl)acrylate 
• 1325235-93-5 N-(3-(3-iodopropyl)-5-methoxyphenyl)non-8-enamide 

Relevant articles and documents

MECHANISM OF THE REACTION OF 3,5-DINITROBENZONITRILE WITH SODIUM METHOXIDE IN METHANOL.

The reaction of 3,5-dinitrobenzonitrile in a methanolic solution containing a low sodium-methoxide concentration has been reinvestigated. The final product has been found to be methoxy (3,5-dinitrophenyl)methanimine, which is produced by a catalytic reaction. The reaction mechanism has been presented for the formation of the Meisenheimer complexes and the final product in the reaction system. The rate and thermodynamic stabilites for their formation have been discussed on the basis of the LUMO coefficients of 3,5-dinitrobenzonitrile and from the relative potential energies of their formation respectively, considering also the solvent effects.

Identification of Monovalent Alcohols with 3,5-Dinitrobenzoic Anhydride

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Br?nsted acid-catalyzed chlorination of aromatic carboxylic acids

The chlorination of aromatic carboxylic acids with SOCl2 has been effectively performed by reacting with a Br?nsted acid as the catalyst. Based on this discovery, an efficient catalytic method that is cheaper than traditional catalytic methods was developed. 20 substrates were chlorinated offering excellent yields in a short reaction time. And the SOCl2/Br?nsted acid system has been used in a larger scale preparative reaction. A dual activation mechanism was proposed to prove the irreplaceable system of SOCl2/Br?nsted acid.

Synthesis and antimicrobial activity of piperine analogues containing 1,2,4-triazole ring

A series 1,2,4-triazole piperine analogues (TP1-TP6) were designed and synthesized. The structures were confirmed using 1H NMR and 13C NMR. Antibacterial study was done using Gram-positive (Staphylococcus aureus and Bacillus cereus) and Gram-negative microorganisms (E. coli and Pseudomonas aeruginosa) by disc diffusion method. Compound containing chloro substitution (TP6) showed the highest effect, while compound TP1, TP3, TP4, TP5 showed the moderate activity.