2,2'-DIPYRIDYLAMINE Chemical Properties

Melting point:

90-92 °C(lit.)

Boiling point:

222 °C50 mm Hg(lit.)

Density 

1.1984 (rough estimate)

refractive index 

1.6550 (estimate)

Flash point:

170 °C

storage temp. 

2-8°C

solubility 

Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly)

form 

Solid

pka

4.79±0.10(Predicted)

color 

White to Off-White

BRN 

127131

InChI

InChI=1S/C10H9N3/c1-3-7-11-9(5-1)13-10-6-2-4-8-12-10/h1-8H,(H,11,12,13)

InChIKey

HMMPCBAWTWYFLR-UHFFFAOYSA-N

SMILES

C1(NC2=NC=CC=C2)=NC=CC=C1

CAS DataBase Reference

1202-34-2(CAS DataBase Reference)

EPA Substance Registry System

2-Pyridinamine, N-2-pyridinyl- (1202-34-2)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

RIDADR 

UN 3545

WGK Germany 

3

RTECS 

UR3545000

HS Code 

29333990

MSDS

• Language:English Provider:SigmaAldrich

2,2'-DIPYRIDYLAMINE Usage And Synthesis

Description

2,2′-Dipyridylamine is an organic compound with the formula (C5H4N)2NH. It consists of a pair of 2-pyridyl groups (C5H4N) linked to a secondary amine. The compound forms a range of coordination complexes.Its conjugate base, 2,2′-dipyridylamide, forms extended metal atom chains.

Formation

2,2′-Dipyridylamine can be formed by heating pyridine with sodium amide. Alternatively, 2-aminopyridine can be heated with 2-chloropyridine over barium oxide.

Chemical Properties

White solid

Uses

2,2′-Dipyridylamine (bipyam) can be used:

• As a bidentate N-donor ligand in the synthesis of various metal complexes.
• To synthesize Pd-polyoxovanadates, heterogeneous catalyst for the oxidation of benzylic hydrocarbons.

Uses

A metal-complexing agent; an effective iron chelating agent to help protect against UVB radiation. An impurity of Chlorpheniramine Maleate (C424300).

General Description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Purification Methods

Crystallise the amine from *benzene or toluene [Blakley & De Armond J Am Chem Soc 109 4895 1987]. The amine is also recrystallised from Me2CO (m 95.1o) or distilled in a vacuum. [Beilstein 22 I 630, 22 II 331, 22 III/IV 3961.]

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