2,2'-DIPICOLYLAMINE Chemical Properties

Boiling point:

139-141 °C/1 mmHg (lit.)

Density 

1.107 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.578(lit.)

Flash point:

>230 °F

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

solubility 

water: soluble (partially miscible)(lit.)

form 

clear liquid

pka

5.89±0.20(Predicted)

color 

White to Yellow to Green

Water Solubility 

water: soluble (partially miscible)(lit.)

InChI

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

InChIKey

KXZQYLBVMZGIKC-UHFFFAOYSA-N

SMILES

C1(CNCC2=NC=CC=C2)=NC=CC=C1

EPA Substance Registry System

2,2'-Dipicolylamine (1539-42-0)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

TSCA 

TSCA listed

HS Code 

29333990

Storage Class

10 - Combustible liquids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:SigmaAldrich

2,2'-DIPICOLYLAMINE Usage And Synthesis

Chemical Properties

Yellow liquid

Uses

2,2'-Dipicolylamine is a metal chelators and a potential MBL inhibitors.

Synthesis

In a 100mL three-necked flask, 2-formylpyridine (10mmol) was added, and under stirring conditions, 20mL of methanol solution of 2-aminomethylpyridine (10mmol) was added dropwise to 2-formylpyridine, and stirred at room temperature for 10h after the dropwise addition was completed. NaBH4 (20mmol) was added to the reaction system in several portions and slowly, and the reaction solution turned from brown to light yellow, and stirred at room temperature overnight. Light yellow, stirring at room temperature overnight, evaporate the solvent under reduced pressure, then add 20mL distilled water, under stirring with 32% dilute hydrochloric acid to pH neutral, extracted with dichloromethane (3 ?? 30mL), collect the lower layer of the yellow solution with anhydrous MgSO4 drying, distillation under reduced pressure to obtain a yellow liquid, the yield of 95%.

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