149935-34-2

Basic information

• Product Name: diMethyl 4,4'-dinitro-[1,1'-biphenyl]-2,2'-dicarboxylate
• Synonyms: diMethyl 4,4'-dinitro-[1,1'-biphenyl]-2,2'-dicarboxylate;diMethyl 4,4'-diaMino-[1,1'-biphenyl]-2,2'-dicarboxylate
• CAS NO: 149935-34-2
• Molecular Formula: C₁₆H₁₆N₂O₄
• Molecular Weight: 360.27508
• Mol File: 149935-34-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 527.8±50.0 °C(Predicted)
• Appearance: /
• Density: 1.277±0.06 g/cm3(Predicted)
• PKA: 3.26±0.10(Predicted)
• CAS DataBase Reference: diMethyl 4,4'-dinitro-[1,1'-biphenyl]-2,2'-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: diMethyl 4,4'-dinitro-[1,1'-biphenyl]-2,2'-dicarboxylate(149935-34-2)
• EPA Substance Registry System: diMethyl 4,4'-dinitro-[1,1'-biphenyl]-2,2'-dicarboxylate(149935-34-2)

Safety Data

• Hazardous Substances Data: 149935-34-2(Hazardous Substances Data)

Usage

General Description

DiMethyl 4,4'-dinitro-[1,1'-biphenyl]-2,2'-dicarboxylate, also known as Muscalure, is a chemical compound commonly used as an attractant to lure and control the population of houseflies. It is a yellow solid with the molecular formula C16H12N2O8 and a molecular weight of 360.27 g/mol. Muscalure mimics a natural sex pheromone produced by female houseflies, which attracts male houseflies for mating. By using this chemical, it is possible to disrupt the breeding behavior of houseflies, which can help control their population in agricultural and residential settings. However, it is important to handle this chemical with care, as it is toxic to aquatic organisms and may cause skin irritation.

Upstream product

• 23305-76-2 dimethyl 4,4’-dinitro-2,2’-biphenyldicarboxylate 
• 67-56-1 methanol 
• 17557-76-5 4,4'-diamino-[1,1'-biphenyl]-2,2'-dicarboxylic acid 
• 20246-81-5 4,4'-dinitrodiphenic acid 
• 863305-32-2 diphenic acid 

Downstream Products

• 922139-70-6 4,4'-diiodo-(N',N'''-dibenzoyl)diphenic acid dihydrazide 
• 922139-59-1 4,4'-diiodo-2,2'-bis[5-phenyl-(1,3,4)-oxadiazol-2-yl]biphenyl 

Relevant articles and documents

Chemically Fueled Transient Geometry Changes in Diphenic Acids

Transient changes in molecular geometry are key to the function of many important biochemical systems. Here, we show that diphenic acids undergo out-of-equilibrium changes in dihedral angle when reacted with a carbodiimide chemical fuel. Treatment of appropriately functionalized diphenic acids with EDC (N-(3-(dimethylamino)propyl)-N′-ethylcarbodiimide hydrochloride) yields the corresponding diphenic anhydrides, reducing the torsional angle about the biaryl bond by ～45°, regardless of substitution. In the absence of steric resistance, the reaction is well-described by a simple mechanism; the resulting kinetic parameters can be used to derive important properties of the system, such as yields and lifetimes. The reaction tolerates steric hindrance ortho to the biaryl bond, although the competing formation of (transient) byproducts complicates quantitative analysis.

An efficient synthesis of 4,4′-diaminodiphenic acid

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Palladium-catalyzed reactions of bisarenediazoniutn salts: Two-fold Heck reaction, carbonylation and cross-coupling regimen

Two-fold Heck reaction, carbonylation and cross-coupling reactions of bisarenediazonium salts have been carried out in high yields under mild, aqueous alcoholic conditions to provide a new synthetic repertoire for tetraaryls and other aromatic derivatives having extended conjugation.