3-(Aminomethyl)pyridine Chemical Properties

Melting point:

−21 °C(lit.)

Boiling point:

73-74 °C1 mm Hg(lit.)

Density 

1.062 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.551(lit.)

Flash point:

213 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Chloroform, Ethyl Acetate, Methanol

pka

8.34±0.29(Predicted)

form 

clear liquid

color 

Colorless to Light yellow

PH

11-12 (100g/l, H2O, 20℃)

Water Solubility 

FREELY SOLUBLE

Sensitive 

Air Sensitive

BRN 

108056

CAS DataBase Reference

3731-52-0(CAS DataBase Reference)

NIST Chemistry Reference

Picolamine(3731-52-0)

EPA Substance Registry System

3-Pyridinemethanamine (3731-52-0)

Safety Information

Hazard Codes 

C,Xi

Risk Statements 

34-37-36/37/38

Safety Statements 

26-36/37/39-45-25-36

RIDADR 

UN 2735 8/PG 2

WGK Germany 

3

Hazard Note 

Irritant

TSCA 

Yes

HazardClass 

8

PackingGroup 

III

HS Code 

29333999

MSDS

• Language:English Provider:3-(Aminomethyl)pyridine
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3-(Aminomethyl)pyridine Usage And Synthesis

Chemical Properties

CLEAR COLOURLESS TO SLIGHLY YELLOW LIQUID

Uses

It finds its application as a rubefacient.

Application

3-(Aminomethyl)pyridine can be used to prepare metal complexes. A number of complexes of cobalt(II), nickel(II) and copper(II) thiocyanates, chlorides and bromides with 3-pyridine amine were prepared and the stereochemical configurations of these complexes were deduced using spectroscopy and magnetism, and the decomposition of the complexes was studied by thermogravimetry and differential thermal analysis^[2].

Synthesis

Synthesis of 3-(aminomethyl)pyridine by traceless C3-selective umpolung of 1-amidopyridin-1-ium salts?. A natural product inspired rapid access of 3-(aminomethyl)pyridine by one-pot reaction of 1-amidopyridin-1-ium salt with aminal followed by reductive cleavage of the N–N bond is developed. This C3-selective formal C–H activation of pyridine features a traceless umpolung of the 1-amidopyridin-1-ium salt toward a Mannich type C–C bond formation of the in situ generated 1-amido-2-dialkylamino-1,2-dihydropyridine intermediate^[1].

References

[1] TANG P, XIAO D, WANG B. Synthesis of 3-(aminomethyl)pyridine by traceless C3-selective umpolung of 1-amidopyridin-1-ium salts?[J]. Chemical Communications, 2017. DOI:10.1039/C6CC09582H.
[2] J. R. ALLAN  M. J P  A D Paton. The preparation, characterisation and thermal analysis studies on complexes of cobalt(II), nickel(II), and copper(II) with 3-picolylamine[J]. Journal of Thermal Analysis and Calorimetry, 1985. DOI:10.1007/BF01913603.

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