1,2-BIS(4-PYRIDYL)ETHANE Chemical Properties

Melting point:

110-112 °C (lit.)

Boiling point:

174 °C / 3mmHg

Density 

1.1160 (rough estimate)

refractive index 

1.6266 (estimate)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

soluble in Methanol

pka

6.13±0.10(Predicted)

form 

Crystals or Crystalline Powder

color 

White to light yellow or pinkish

InChI

InChI=1S/C12H12N2/c1(11-3-7-13-8-4-11)2-12-5-9-14-10-6-12/h3-10H,1-2H2

InChIKey

DQRKTVIJNCVZAX-UHFFFAOYSA-N

SMILES

C(C1C=CN=CC=1)CC1C=CN=CC=1

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

HS Code 

29339900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

1,2-BIS(4-PYRIDYL)ETHANE Usage And Synthesis

Chemical Properties

white to light yellow crystals or cryst. powder

Uses

1,2-Bis(4-pyridyl)ethane has been used as a flexible bridging ligand in the synthesis of metal-organic frameworks.

General Description

1,2-Bis(4-pyridyl)ethane is an N-donor ligand mainly used in the formation of molecular and coordination polymers with metal ions.

Synthesis

General procedure for the synthesis of 1,2-bis(4-pyridyl)ethane and tirofiban impurity 90 from 4-methylpyridine: 4-methylpyridine (1.6 g, 17.18 mmol), powdered sulfur (275 mg, 8.59 mmol), and concentrated hydrochloric acid (12 M, 0.48 mL, 5.76 mmol) were mixed, heated to 120 °C and stirred for 24 hours. After completion of the reaction, the mixture was cooled to room temperature and extracted by adding dichloromethane (20 mL) and water. The organic phase was separated and purified by column chromatography (eluent: ethyl acetate/ethylamine = 97/2/1 to 90/7/3) to afford yellow solid 1,2-bis(4-pyridyl)ethane (520 mg, yield: 16%) and 4',4''-(propane-1,2,3-triyl)tripyridine (1.2 g, yield: 25%).

References

[1] Organic Letters, 2013, vol. 15, # 16, p. 4218 - 4221
[2] Patent: CN108440393, 2018, A. Location in patent: Paragraph 0055; 0058; 0059; 0060; 0061

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