3-(Aminomethyl)pyridine

Base Information

• Chemical Name: 3-(Aminomethyl)pyridine
• CAS No.: 3731-52-0
• Molecular Formula: C6H8N2
• Molecular Weight: 108.143
• Hs Code.: 29333999
• European Community (EC) Number: 223-091-0
• NSC Number: 760380,59706
• UNII: 31LA41942J
• DSSTox Substance ID: DTXSID2044424
• Nikkaji Number: J8.222H
• Wikidata: Q27256061
• NCI Thesaurus Code: C76722
• ChEMBL ID: CHEMBL1988272
• Mol file: 3731-52-0.mol

Synonyms:3-(aminomethyl)pyridine;3-picolamine

Chemical Property of 3-(Aminomethyl)pyridine

Chemical Property:

• Appearance/Colour: Clear colourless to slighly yellow liquid
• Vapor Pressure: 0.0838mmHg at 25°C
• Melting Point: -21 °C(lit.)
• Refractive Index: n20/D 1.551(lit.)
• Boiling Point: 226 °C at 760 mmHg
• PKA: 8.34±0.29(Predicted)
• Flash Point: 100.6 °C
• PSA: 38.91000
• Density: 1.053 g/cm³
• LogP: 1.24060
• Storage Temp.: -20?C Freezer
• Sensitive.: Air Sensitive
• Water Solubility.: FREELY SOLUBLE
• XLogP3: -0.3
• 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

3-(Aminomethyl)pyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)CN
• Uses: rubefacient It finds its application as a rubefacient.

Technology Process of 3-(Aminomethyl)pyridine

There total 26 articles about 3-(Aminomethyl)pyridine 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%

pyridine-3-carbonitrile (100-54-9,121697-66-3,1232169-17-3,68271-95-4) → 3-Aminomethylpyridine (3731-52-0)

Guidance literature:

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

DOI:10.1039/c9gc00908f

Reference yield: 97.0%

3-pyridinecarboxaldehyde (500-22-1) → 3-Aminomethylpyridine (3731-52-0)

Guidance literature:

With ammonia; hydrogen; In methanol; at 30 ℃; for 20h; Autoclave;

DOI:10.1021/acscatal.0c01872

Reference yield: 96.0%

3-hydroxymethylpyridin (100-55-0) → 3-Aminomethylpyridine (3731-52-0)

Guidance literature:

With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); ammonia; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tert-Amyl alcohol; at 140 ℃; for 20h; Inert atmosphere; Cooling;

upstream raw materials:

pyridine-3-carbonitrile

nicotinaldehyde oxime

3-Methylpyridine

6-chloronicotinonitrile

Downstream raw materials:

N-acetyl-sulfanilic acid-([3]pyridylmethyl-amide)

3-hydroxymethylpyridin

2,3'-bipyridine

1,1-dioxo-3-phenyl-5-(pyridin-3-ylmethyl-amino)-1H-1λ⁶-benzo[d]isothiazole-6-carboxylic acid

Refernces

• 1、 Han, Bo,Jiao, Haijun,Wu, Lipeng,Zhang, Jiong. "Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application". . p. 2059 - 2067. Retrieved 2021/09/02.
• 2、 Jitsukawa, Koichiro,Mitsudome, Takato,Mizugaki, Tomoo,Nakata, Ayako,Sheng, Min,Yamasaki, Jun. "A cobalt phosphide catalyst for the hydrogenation of nitriles". . p. 6682 - 6689. Retrieved 2020/08/24.