87666-57-7

Basic information

• Product Name: 2,6-Diphenylaniline
• Synonyms: 2,6-Diphenylaniline;[1,1μ:3μ1μμ-Terphenyl]-2μ-amine;m-Terphenyl-2μ-amine
• CAS NO: 87666-57-7
• Molecular Formula: C₁₈H₁₅N
• Molecular Weight: 245.3184
• Product Categories: Amines;Building Blocks;C17 to C40+;Chemical Synthesis;New Products for Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 87666-57-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 85-86℃
• Boiling Point: 395.7±11.0 °C(Predicted)
• Appearance: /
• Density: 1.103±0.06 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 3.03±0.10(Predicted)
• CAS DataBase Reference: 2,6-Diphenylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Diphenylaniline(87666-57-7)
• EPA Substance Registry System: 2,6-Diphenylaniline(87666-57-7)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-37/38-41-50/53
• Safety Statements: 26-39-60-61
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 87666-57-7(Hazardous Substances Data)

Usage

General Description

2,6-Diphenylaniline is a chemical compound with the molecular formula C18H15N. It is a white to off-white crystalline solid that is insoluble in water and soluble in organic solvents. 2,6-Diphenylaniline is often used as an intermediate in the production of dyes, pigments, and pharmaceuticals. It is also known for its potential use as a corrosion inhibitor for metal surfaces. 2,6-Diphenylaniline has been found to cause skin irritation and may be harmful if swallowed or inhaled in large quantities. It is important to handle and store this chemical with care to prevent any potential health hazards.

Upstream product

• 156021-09-9 [1-(2,2-Dichloro-1-phenyl-cyclopropyl)-meth-(E)-ylidene]-(1-phenyl-ethyl)-amine 
• 90-41-5 2-phenylaniline 
• 108-90-7 chlorobenzene 
• 877764-42-6 2,6-(diphenyl)phenyl azide 

Downstream Products

• 82777-09-1 2′-iodo-1,1′:3′,1″-terphenyl 
• 92-06-8 1,3-diphenylbenzene 
• 1165-14-6 1,2,3-triphenylbenzene 
• 87666-64-6 3',6''-Diphenyl-o-quaterphenyl 
• 1126466-63-4 C₃₉H₄₁NO 
• 1126466-60-1 C₃₃H₃₅NO 
• 1126466-58-7 C₂₉H₂₇NO 
• 1126466-59-8 C₂₇H₂₃NO 
• 1126466-67-8 C₃₅H₂₉NO 
• 1126466-65-6 C₄₈H₄₁NO 
• 1210405-80-3 2-((1,1':3',1-terphenyl)-2'-ylamino)-2-cyclohexen-1-one 
• 1210405-90-5 (6E)-6-(butylimino)-N-(1,1':3',1-terphenyl)-2'-yl-1-cyclohexen-1-amine 
• 1331830-93-3 1-([1,1':3',1''-terphenyl]-2'-yl)-3-((1R,2R)-2-aminocyclohexyl)thiourea 
• 1245912-81-5 N-(2,4,6-triisopropylphenyl)-[1,1':3',1''-terphenyl]-2'-amine 

Relevant articles and documents

Catalytic C(sp2)?H amination reactions using dinickel imides

C?H amination reactions are valuable transformations for the construction of C?N bonds. Due to their relatively high bond dissociation energies, C(sp2)?H bonds are generally not susceptible toward direct nitrene insertion, necessitating alternative mechanisms for C?H activation. Here, we report that cationic dinuclear (NDI)Ni2 (NDI = naphthyridine?diimine) complexes catalyze intramolecular nitrene insertions into aryl and vinyl C(sp2)? H bonds. Mechanistic studies suggest that a bridging imido ligand supported at a Ni2 site induces C?H activation by a 1,2-addition pathway to generate an azametallacyclic intermediate. This organometallic mechanism contrasts with the electrocyclization/1,2-shift mechanism proposed for analogous transformations using Rh2 catalysts. The implications of these mechanistic differences for the stereoselectivity and chemoselectivity of C?H amination are described.

Thermal Rearrangement of N-Arylmethyl- and N-Alkyl-2,2-dihalogenocyclopropyl Imines

An extended study of the thermal isomerization of 1-substituted 2,2-dihalogenocyclopropyl imines is reported.The thermolysis of N-arylmethyl-2,2-dichlorocyclopropanecarbaldimines 15a-h produces 2-aryl- 16a-h and 2-aryl-4-chloro-pyridine derivatives 17a-h, while N-cyclopropyl imines 15i, j yielded N-alyklchloropyrroles.The 2,2-dibromocyclopropane analogue undergoes thermolysis at lower temperatures.An ionic mechanism triggered by the halide ion dissociation is proposed for the thermal rearrangement on the basis of a study using deuterated imine 15m, and the effects of additives and solvents.On the other hand, difluorocyclopropyl imine undergoes a homolytic cleavage of cyclopropane 1,3-bond with lower activation energy than the dichlorocyclopropyl imine, and afforded the N-alykl-3-fluoropyrrole derivative preferentially.