2-Picolylamine

Base Information

• Chemical Name: 2-Picolylamine
• CAS No.: 3731-51-9
• Molecular Formula: C6H8N2
• Molecular Weight: 108.143
• Hs Code.: 29333999
• European Community (EC) Number: 223-090-5
• NSC Number: 59705
• UNII: XK7252M2PA
• DSSTox Substance ID: DTXSID5063152
• Nikkaji Number: J41.187F
• Wikipedia: 2-Picolylamine
• Wikidata: Q27155325
• ChEMBL ID: CHEMBL32189
• Mol file: 3731-51-9.mol

Synonyms:Pyridine,2-(aminomethyl)- (6CI,7CI,8CI);(2-Pyridyl)methanamine;1-(Pyridin-2-yl)methanamine;2-(Aminomethyl)pyridine;2-Picolinamine;2-Pyridinylmethylamine;NSC 59705;Pyridin-2-ylmethanamine;a-(Aminomethyl)pyridine;a-Picolylamine;

Chemical Property of 2-Picolylamine

Chemical Property:

• Appearance/Colour: clear colorless to yellow or orange liquid
• Vapor Pressure: 0.284mmHg at 25°C
• Melting Point: 20 °C
• Refractive Index: n20/D 1.578(lit.)
• Boiling Point: 203 °C at 760 mmHg
• PKA: pK1: 2.31(+2);pK2: 8.79(+1) (25°C,μ=0.5)
• Flash Point: 90 °C
• PSA: 38.91000
• Density: 1.049
• LogP: 1.24060
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Water Solubility.: SOLUBLE
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 108.068748264
• Heavy Atom Count: 8
• Complexity: 63.5

Purity/Quality:

99% ^*data from raw suppliers

2-Pyridinemethanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 36/37/38-34-37
• Safety Statements: 26-36/37/39-45-25-36-27

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CC=NC(=C1)CN
• Description: It is usually used as the intermediate or raw material in the organic synthesis and pharmaceutical synthesis. For example, this chemical can promote the Al(OTf)3-catalyzed aminolysis of 1,2-epoxides to produce β-Amino alcohols N-2'-pyridylmethyl in excellent yields.1 Moreover, this substance may function as the raw material to produce copper(Ⅱ) complexes with sulfonamides that act as the active chemical nucleases.2 In addition, by using this chemical as substrate, an efficient [2+3] cycloaddition approach has been developed for the synthesis of pyridyl-appended fullerene ligands.3 Besides, 2-picolylamine is chosen as the recognition group to get better selectivity for a rhodamine-based “turn-on” fluorescent probe for Fe3+ in aqueous solution.4
• Uses: 2-Picolylamine is a bihaptic amine that can be used:As a key precursor to synthesize various ionic liquids through the formation of β-amino alcohols as intermediates.As a chelating ligand for the synthesis of complexes such as zinc picolylamine complex and Cu(II) picolylamine complex.To functionalize poly(styrene-co-maleic anhydride) (PSMA) resin to facilitate the adsorption of uranium from aqueous solution. 2-Picolylamine may be used as a derivatization agent to enhance the sensitivity of carboxylic acids and short-chain fatty acids for their determination in biological samples by liquid chromatography coupled to electrospray ionization-tandem mass spectrometry (LC-ESI-MS/MS) and ultra-high performance liquid chromatography (UHPLC), respectively.

Technology Process of 2-Picolylamine

There total 28 articles about 2-Picolylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.9%

2-Cyanopyridine (100-70-9,1232006-36-8) → 2-(Aminomethyl)pyridine (3731-51-9)

Guidance literature:

With sodium tetrahydroborate; In water; dimethyl sulfoxide; at 60 ℃; for 6h; High pressure; Green chemistry;

DOI:10.1039/c9gc00908f

Reference yield: 72.0%

[(Benzhydryl-amino)-pyridin-2-yl-methyl]-phosphonic acid diethyl ester (183016-40-2) → 2-(Aminomethyl)pyridine (3731-51-9)

Guidance literature:

With hydrogenchloride; for 6h; Heating;

DOI:10.1016/0040-4020(96)00727-2

Reference yield:

N-(6-chloro-pyridin-2-yl)-N'-pyridin-2-ylmethylene-hydrazine → 2-(Aminomethyl)pyridine (3731-51-9) + 6-chloropyridin-2-amine (45644-21-1)

Guidance literature:

In ethanol; water; pH=1.7; Further Variations:; pH-values; Kinetics; Electrolysis;

DOI:10.1007/s00706-005-0447-z

upstream raw materials:

2-Cyanopyridine

amino-[2]pyridyl-acetic acid

(E)-pyridin-2-aldoxime

N-(2-pyridylmethyl)urea

Downstream raw materials:

N-((pyridin-2-yl)methyl)formamide

2,5-bis-[2]pyridylmethylimino-cyclohexane-1,4-dicarboxylic acid diethyl ester

N-(pyridin-2-ylmethyl)acetamide

N-((pyridin-2-yl)methyl)benzamide

Refernces

• 1、 Craig,Hixon. "-". . p. 4367,4370. Retrieved 1931.
• 2、 Carter, Eve M.,Hailes, Helen C.,Sheppard, Tom D.,Subrizi, Fabiana,Ward, John M.. "Direct Conversion of Hydrazones to Amines using Transaminases". . p. 4520 - 4523. Retrieved 2021/09/20.
• 3、 Formenti, Dario,Mocci, Rita,Atia, Hanan,Dastgir, Sarim,Anwar, Muhammad,Bachmann, Stephan,Scalone, Michelangelo,Junge, Kathrin,Beller, Matthias. "A State-of-the-Art Heterogeneous Catalyst for Efficient and General Nitrile Hydrogenation". supporting information. p. 15589 - 15595. Retrieved 2020/10/02.