1656-94-6

Basic information

• Product Name: 3,3'-DIPICOLYLAMINE
• Synonyms: 3,3’-(iminodimethylene)di-pyridin;3-Pyridinemethanamine, N-(3-pyridinylmethyl)-;3-Pyridinyl-N-(3-pyridinylmethyl)methanamine;Bis((3-pyridyl)methyl)amine;Pyridine, 3,3'-(iminodimethylene)di-;BIS-PYRIDIN-3-YLMETHYL-AMINE;ALPHA,ALPHA'-IMINODI(3-PICOLINE);1-PYRIDIN-3-YL-N-(PYRIDIN-3-YLMETHYL)METHANAMINE
• CAS NO: 1656-94-6
• Molecular Formula: C₁₂H₁₃N₃
• Molecular Weight: 199.25
• EINECS: 216-753-5
• Mol File: 1656-94-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 356.2 °C at 760 mmHg
• Flash Point: 169.2 °C
• Appearance: /
• Density: 1,12 g/cm3
• Vapor Pressure: 2.98E-05mmHg at 25°C
• Refractive Index: 1.5810-1.5850
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 6.47±0.20(Predicted)
• CAS DataBase Reference: 3,3'-DIPICOLYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-DIPICOLYLAMINE(1656-94-6)
• EPA Substance Registry System: 3,3'-DIPICOLYLAMINE(1656-94-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37/39
• RTECS: UT4397000
• HazardClass: IRRITANT
• Hazardous Substances Data: 1656-94-6(Hazardous Substances Data)

Usage

General Description

3,3'-dipicolylamine is a chemical compound with the molecular formula C12H14N2. It is a member of the dipicolylamine family and is commonly used as a ligand in coordination chemistry. 3,3'-DIPICOLYLAMINE is known for its ability to form coordination complexes with metal ions, particularly transition metals like cobalt and copper. 3,3'-dipicolylamine is often used in chemical analysis, catalysis, and as a building block for the synthesis of various organic compounds. Its unique molecular structure and coordination properties make it a valuable tool in the field of inorganic chemistry and its applications in biological imaging and detection.

InChI:InChI=1/C12H13N3/c1-3-11(7-13-5-1)9-15-10-12-4-2-6-14-8-12/h1-8,15H,9-10H2

Upstream product

• 100-54-9 pyridine-3-carbonitrile 
• 67-56-1 methanol 
• 7664-41-7 ammonia 
• 3731-52-0 3-Aminomethylpyridine 
• 2038-57-5 3-Phenylpropan-1-amine 
• 110-91-8 morpholine 
• 59-67-6 nicotinic acid 
• 6959-48-4 3-chloromethylpyridinium chloride 
• 64-17-5 ethanol 
• 123-91-1 1,4-dioxane 

Relevant articles and documents

Pd/TiO2-Photocatalyzed Self-Condensation of Primary Amines to Afford Secondary Amines at Ambient Temperature

Symmetric secondary amines were synthesized by the self-condensation of primary amines over a palladium-loaded titanium dioxide (Pd/TiO2) photocatalyst. The reactions afforded a series of secondary amines in moderate to excellent isolated yields at ambient temperature (30 °C, in cyclopentyl methyl ether). Applicability for one-pot pharmaceutical synthesis was demonstrated by a photocatalytic reaction sequence of self-condensation of an amine followed by N-alkylation of the resulting secondary amine with an alcohol.

Hydrogenation of heteroaromatic nitriles and aromatic dinitriles by heterogeneous or homogeneous ruthenium catalysts derived from [Ru3(CO)12]

The use of the complex [Ru3(CO)12] (1) as a catalyst precursor (0.1?mol%) at 200?°C, 60?psi of H2, along with triphenylphosphine (TPP) generated ruthenium nanoparticles (Ru-Nps); this occurred in the presence of pyridine-nitriles leading to a variety of hydrogenation (secondary amine, imine, or imidazole) products, depending of the pyridine-nitrile used, under similar reaction conditions. This relates to relatively good to modest yields, determined by the substituents in the corresponding pyridine. In sharp contrast, the use of aromatic dinitriles did not generate Ru-Nps at 140?°C, 150?psi of H2 and TPP, but allowed the homogeneous catalytic hydrogenation of the 1,4- and 1,3-dicyanobenzenes, to yield the corresponding CN-substituted secondary amine or imine. The main products were characterized by different analytical methods and spectroscopic techniques.

Selective cross-coupling of amines by alumina-supported palladium nanocluster catalysts

Al2O3-supported Pd nanoclusters with an average particle size of 1.8 nm act as a reusable catalyst for the selective cross-coupling of amines. The reaction is a structure-sensitive reaction, demanding coordinatively unsaturated Pd atoms on a metallic nanocluster. The support also affects the activity, an amphoteric oxide (Al2O 3) is most effective. The Royal Society of Chemistry.