33421-53-3

Basic information

• Product Name: 2,3-DIPHENYLPYRIDINE
• Synonyms: RARECHEM AQ NN 0177;2,3-DIPHENYLPYRIDINE
• CAS NO: 33421-53-3
• Molecular Formula: C₁₇H₁₃N
• Molecular Weight: 231.29
• EINECS: 251-511-2
• Mol File: 33421-53-3.mol

Chemical Properties

• Melting Point: 54-57 °C
• Boiling Point: 348.1 °C at 760 mmHg
• Flash Point: 149 °C
• Appearance: /
• Density: 1.084 g/cm³
• Vapor Pressure: 0.000103mmHg at 25°C
• Refractive Index: 1.605
• Storage Temp.: 2-8°C
• PKA: 4.06±0.10(Predicted)
• CAS DataBase Reference: 2,3-DIPHENYLPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIPHENYLPYRIDINE(33421-53-3)
• EPA Substance Registry System: 2,3-DIPHENYLPYRIDINE(33421-53-3)

Safety Data

• Hazardous Substances Data: 33421-53-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2,3-Diphenylpyridine serves as a crucial building block in the synthesis of various pharmaceuticals and agrochemicals. Its unique structure allows it to be incorporated into a wide range of molecules with potential therapeutic and pesticidal properties.
Used in Coordination Chemistry:
In coordination chemistry, 2,3-diphenylpyridine is utilized as a ligand to form metal complexes. This application takes advantage of its ability to bind with metal ions, creating stable complexes with potential uses in catalysis, materials science, and other areas.

InChI:InChI=1/C17H13N/c1-3-8-14(9-4-1)16-12-7-13-18-17(16)15-10-5-2-6-11-15/h1-13H

Upstream product

• 70336-73-1 2,7-diphenyl-[1,3]oxazepine 
• 87058-40-0 1,2-Diphenyl-1,5-pentandion 
• 731-65-7 cis-2,3-Dihydro-2,3-diphenyl-1H-1,4-diazepine 
• 451-40-1 phenyl benzyl ketone 
• 2402-77-9 2,3-dichloro-pyridine 
• 100-58-3 phenylmagnesium bromide 
• 109-76-2 Trimethylenediamine 
• 156-87-6 propan-1-ol-3-amine 
• 2450-71-7 Propargylamine 
• 134-81-6 benzil 

Downstream Products

• 475086-46-5 2,3-diphenylpyridin-1-oxide 

Relevant articles and documents

Iridium-catalyzed annulation between 1,2-diarylethanone and 3-aminopropanol toward site-specific 2,3-diaryl pyridines

An iridium-catalyzed annulation between 1,2-diarylethanone and 3-aminopropanol was developed, leading to site specific 2,3-diarylpyridines in moderate yields. 3-Aminopropanol served as both a four-atom component and solvent during this procedure, releasing water as a clean by-product. The reaction may proceed with sequential imine formation, alcohol oxidation and intramolecular cyclization by Knoevenagel reaction.

Application of Cu-MOF (Metal Organic Framework) type catalyst in preparing polysubstitution pyridine derivative

The invention discloses application of Cu-MOF (Metal Organic Framework) type catalyst in preparing polysubstitution pyridine derivative. The method for carrying out catalytic preparation on the polysubstitution pyridine derivative by the Cu-MOF type catalyst comprises the following steps: carrying out cyclization reaction on an even mixing system which contains the Cu-MOF type catalyst, carbonyl compound, propargylamine and solvent at the temperature of room temperature to 100 DEG C to obtain the polysubstitution pyridine derivative. According to the method, the amination/cyclization/arylatingreaction of the catalyzing carbonylation compound of the Cu-MOF type catalyst and propargylamine can be realized for the first time, and various polysubstitution pyridine derivatives can be obtainedat a high yield. The Cu-MOF type catalyst used by the invention is heterogeneous catalyst which is stable for air and water, environment pollution is reduced, the Cu-MOF type catalyst does not need tobe protected by inert gas, a synthesis method is simple, raw material price is low, and the Cu-MOF type catalyst can be reused. Meanwhile, the Cu-MOF type catalyst has the advantages of low reactiontemperature, high reaction selectivity, high efficiency and wide applicable range of substrate.

Copper-catalyzed aerobic synthesis of 2-arylpyridines from acetophenones and 1,3-diaminopropane

A copper-catalyzed reaction providing direct access to 2-arylpyridines from acetophenones and 1,3-diaminopropane is described. A range of electronically diverse acetophenones undergo this transformation, affording 2-arylpyridines in good yields. (Chemical Equation Presented).

Biphenyl-based diaminophosphine oxides as air-stable preligands for the nickel-catalyzed kumada-tamao-corriu coupling of deactivated aryl chlorides, fluorides, and tosylates

A cooperative couple: Cooperative bimetallic activation of C-F and C-O bonds gave rise to easy coupling with aryl fluorides and tosylates. Novel air- and moisture-stable diaminophosphine oxides derived from 1,1′-biphenyl-2, 2′-diamine proved to be versatile preligands for the nickel-catalyzed cross-coupling of aryl Grignard reagents with a variety of deactivated aryl chlorides, fluorides, and tosylates (see scheme). Copyright

Reaction of aldimine anions with vinamidinium chloride: Three-component access to 3-alkylpyridines and 3-alkylpyridinium salts and access to 2-alkyl glutaconaldehyde derivatives

(Chemical Equation Presented) N-tert-Butylimino derivatives of aldehydes were deprotonated with LDA and reacted with vinamidinium chloride to give 2-alkylaminopentadienimine derivatives, which were isolated as their corresponding hydrochloride in 68-81% yield. Reaction of these derivatives with ammonium acetate or salts of primary amines, in n-butanol at 80°C, afforded the corresponding 3-alkylpyridines or 3-alkylpyridinium salts in high yield. Alkaline hydrolysis of 2-alkylaminopentadieneimine derivatives allowed a practical accesss to potassium salts of 2-alkylglutaconaldehyde.

Silylamines in organic synthesis: preparation and some reactions of N,C-dilithiosilylamines

The dimetallation of some olefinic and aromatic N-trimethylsilylamines has been examined.Treatment with a two molar proportion of n-butyllithium gives organodimetallic reagents, which react with trimethylchlorosilane to give N,N,C-tris(trimethylsilyl)amines in 45 to 65percent yields.The dianonic reagent obtained from (trimethylsilyl)(allyl)amine reacts with benzoyl chloride, N,N-dimethylformamide, ethyl-2-furylcarboxylate, and benzil to give substituted pyrroles and pyridines.

HEXACARBONYLMOLYBDENUM- OR NONACARBONYLDIIRON-INDUCED REACTION OF 1,3-OXAZEPINE RING SYSTEM. EVIDENCE FOR THE VALENCE ISOMERIZATION BETWEEN 1,3-OXAZEPINE AND PYRIDINE-2,3-OXIDE

Upon treatment with or , phenyl-substituted 1,3-oxazepines undergo the C-2-O and C-7-O bond cleavage to give pyridine and pyrrole derivatives via a coordinated pyridine-2,3-oxide.

Thermal Rearrangements and Nucleophilic Ring Cleavage of cis-2,3-Dihydro-2,3-diphenyl-1H-1,4-diazepines

Thermolysis of cis-2,3-dihydro-2,3-diphenyl-1H-1,4-diazepine (c2a) at 150 deg C in 5>bromobenzene solution affords quantitatively 2,3-diphenylpyridine (4a) via ring contraction and loss of one mole of ammonia.In striking contrast, on heating a 5>bromobenzene solution of cis-2,3-dihydro-2,3,6-triphenyl-1H-1,4-diazepine (c2b) to 140 deg C loss of C7H8 occurs resulting in the formation of 2,5-diphenylpyrimidine (5b) in 70percent yield.Mechanisms are proposed in order to rationalize these surprising ring contractions.Piperidine in methanol cleaved the ring of c2a*H+ producing meso-1,2-diphenyl-1,2-ethanediamine (12) and 1,3-dipiperidinopropenylium perchlorate (13).

Process for the production of substituted pyridine (B)

Pyridines substituted in the 2- and 3-positions by aromatic or heteroaromatic groups are prepared by reacting an aromatic or heteroaromatic substituted ketone which has at least one reactive methylene group adjacent to the keto group with an aliphatic oxo compound having a carbon to carbon ethylenic double bond on the carbon atom adjacent to the oxo group and ammonia in the presence of a dehydrating and dehydrogenating catalyst at a temperature of about 250° to 550° C.