2436-96-6

Basic information

• Product Name: 2,2'-DINITROBIPHENYL
• Synonyms: 2,2'-Dinitro-1,1'-biphenyl;2,2'-Dinitrobiphenyl, 2,2'-dinitro-;Biphenyl, 2,2'-dinitro-;RARECHEM AQ BD 0003;2,2'-DINITROBIPHENYL;2,2-DINITROBIPHENYL;2,2'-DINITRODIPHENYL;Dinitrobiphenyl
• CAS NO: 2436-96-6
• Molecular Formula: C₁₂H₈N₂O₄
• Molecular Weight: 244.2
• EINECS: 219-435-4
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Biphenyls (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;Building Blocks;Chemical Synthesis;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks
• Mol File: 2436-96-6.mol
• Article Data: 63

Chemical Properties

• Melting Point: 124-126 °C(lit.)
• Boiling Point: 305°C
• Flash Point: 305°C
• Appearance: /
• Density: 1,45 g/cm3
• Refractive Index: 1.6360 (estimate)
• Storage Temp.: Store below +30°C.
• Water Solubility: Insoluble in water
• BRN: 1579851
• CAS DataBase Reference: 2,2'-DINITROBIPHENYL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-DINITROBIPHENYL(2436-96-6)
• EPA Substance Registry System: 2,2'-DINITROBIPHENYL(2436-96-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 2436-96-6(Hazardous Substances Data)

Usage

Chemical Properties

light yellow to beige crystalline powder

Uses

Different sources of media describe the Uses of 2436-96-6 differently. You can refer to the following data:
1. 2,2?-Dinitrobiphenyl has been used as an internal standard in the determination of p,p?-DDT in technical and formulated products using gas chromatographic method
2. 2,2′-Dinitrobiphenyl has been used as an internal standard in the determination of p,p′-DDT in technical and formulated products using gas chromatographic method.

Definition

ChEBI: Biphenyl substituted with nitro groups at the 2- and 2'-positions.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 3, p. 339, 1955The Journal of Organic Chemistry, 53, p. 4482, 1988 DOI: 10.1021/jo00254a012Tetrahedron Letters, 16, p. 143, 1975

General Description

The electroreduction of 2,2′-dinitrobiphenyl in anionic, cationic, and nonionic micellar solutions has been studied by polarography and cyclic voltammetry.

Purification Methods

Crystallise the biphenyl from EtOH, AcOH (m 124.5o) or pet ether (m 125.5-126o). [Beilstein 5 H 538, 5 III 1759, 5 IV 1826.]

Upstream product

• 577-19-5 2-nitrophenyl bromide 
• 609-73-4 o-nitroiodobenzene 
• 5337-09-7 2-bromo-3-nitro-benzoic acid methyl ester 
• 35387-95-2 methyl-2-iodo-3-methoxybenzoate 
• 119-66-4 2-nitrobenzenediazonium chloride 
• 88-73-3 2-Chloronitrobenzene 
• 88-74-4 2-nitro-aniline 
• 527-60-6 Mesitol 
• 128-37-0 2,6-di-tert-butyl-4-methyl-phenol 
• 645-00-1 m-iodonitrobenzene 
• 2499-78-7 4'-iodo-3-nitro-1,1'-biphenyl 
• 24253-44-9 4,4''-diiodo-o-terphenyl 
• 95919-09-8 2,2''-diiodo-[1,1':4',1'']terphenyl 
• 1591-31-7 4-iodo-biphenyl 

Downstream Products

• 230-17-1 benzo[c]cinnoline 
• 60-80-0 antipyrine 
• 1454-80-4 1,1'-biphenyl-2,2'-diamine 
• 6141-98-6 benzo[c]cinnoline-N-oxide 
• 7052-12-2 benzo[c]cinnoline-N,N'-dioxide 
• 55152-99-3 6-(4-methyl-thiazol-2-yl)-dibenzo[d,f][1,3]diazepine-5,7-diol 
• 22719-62-6 5,7-dihydro-6H-dibenzo-[d,f ]-[1,3]-diazepine-6-one 
• 303097-16-7 N,N'-biphenyl-2,2'-diyl-bis-phthalamic acid 
• 861030-49-1 2,2'-pyrido[2,3,4,5-lmn]phenanthridine-5,10-diyl-di-benzoic acid 
• 1628224-54-3 (S)-tert-butyl (1-((2'-(3-(3,5-bis(trifluoromethyl)phenyl)thioureido)-[1,1'-biphenyl]-2-yl)-amino)-1-oxopropan-2-yl)carbamate 
• 1628224-53-2 (S)-tert-butyl (1-((2'-(3-(3,5-bis(trifluoromethyl)phenyl)ureido)-[1,1'-biphenyl]-2-yl)amino)-1-oxopropan-2-yl)carbamate 
• 1628224-56-5 (S)-2-amino-N-(2'-(3-(3,5-bis(trifluoromethyl)phenyl)thioureido)-[1,1'-biphenyl]-2-yl)-propanamide 
• 1628224-55-4 (S)-2-amino-N-(2'-(3-(3,5-bis(trifluoromethyl)phenyl)thioureido)-[1,1'-biphenyl]-2-yl)-propanamide 
• 1628224-58-7 (S)-tert-butyl 2-((2'-(3-(3,5-bis(trifluoromethyl)phenyl)thioureido)-[1,1'-biphenyl]-2-yl)-carbamoyl)pyrrolidine-1-carboxylate 

Relevant articles and documents

Reaction of Halogenonitrobenzenes with Electro-generated Superoxide Ion

The reaction of halogenonitrobenzenes (XNBs) with electrogenerated superoxide ion in N,N-dimethylformamide was studied electrochemically using cyclic voltammetry (CV) and controlled potential macro-electrolysis.It was shown in the CV that electro-generated superoxide ion reacts with all the o-and p-imorers of iodo-, bromo-, and chloronitrobenzene in the dissolved oxygen medium.However the superoxide ion did not react with the other XNBs during CV.Controlled potential macro-electrolysis of oxygen in the presence of o- and p-bromo-nitrobenzene yielded the corresponding nitriphenols as the main products.The reaction mechanism via nucleophilic attack of the superoxide ion on the XNB, in the preference to an electron-transfer mechanism, is proposed.

Ambient Temperature, Ullmann-like Reductive Coupling of Aryl, Heteroaryl, and Alkenyl Halides

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4-bromo-9H-carbazole synthesizing method

The invention discloses a 4-bromo-9H-carbazole synthesizing method and belongs to the field of organic synthesis. According to the method, o-chloronitrobenzene is utilized as a starting material, 2,2'-dinitrobiphenyl is synthesized through high-temperature coupling reaction under copper powder catalysis, then 4-nitro carbazole is obtained through triethyl phosphite ring closure reaction, diazoniumsalt is prepared from 4-nitro carbazole through zinc powder reduction and diazotization reaction under the acid condition, and then the diazonium salt reacts with cuprous bromide to synthesize a product of 4-bromo-9H-carbazole. According to the method, the raw materials are easy to obtain, the production cost is low, and the yield can reach 70% or more; the method has easiness in industrial production and provides basis for industrialization of 4-bromo-9H-carbazole and follow-up derivatives of 4-bromo-9H-carbazole.

Decarboxylative ipso Amination of Activated Benzoic Acids

In the presence of a bimetallic Pd/Cu system with 1,10-phenanthroline as the ligand and either air or N-methylmorpholine N-oxide as the oxidant, electron-deficient benzoic acids undergo oxidative decarboxylative coupling with unprotected amines. This operationally simple aniline synthesis is widely applicable with respect to the amine and gives good yields, even on multigram scale. The orthogonality of this reaction to other Pd-catalyzed cross-couplings allows the concise synthesis of multisubstituted arenes by sequential C?C, C?Cl, and C?N functionalizations. Mechanistic investigations suggest the intermediacy of a hypervalent Pd species.