3,6-Diiodopyridazine Chemical Properties

Melting point:

155-160 °C

Boiling point:

382.2±22.0 °C(Predicted)

Density 

2.765±0.06 g/cm3(Predicted)

Flash point:

>110℃

storage temp. 

2-8°C

pka

-0.80±0.10(Predicted)

form 

solid

Appearance

Off-white to yellow Solid

InChI

InChI=1S/C4H2I2N2/c5-3-1-2-4(6)8-7-3/h1-2H

InChIKey

GCLHXKPPHRIJOE-UHFFFAOYSA-N

SMILES

C1(I)=NN=C(I)C=C1

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-37/38-41

Safety Statements 

26-36/37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933998090

3,6-Diiodopyridazine Usage And Synthesis

Uses

3,6-Diiodopyridazine is used as a reactant in the preparation of conjugated ethynyl and vinylpyridazines as rod-like conjugated molecules with light-emitting properties.

Synthesis

Example 12 Synthesis of compound 12: To 2 g of 3,6-dichloropyridazine was added 60 ml of acetone and 20.12 g (268.4 mmol) of sodium iodide, and the mixture was stirred under reflux conditions (bath temperature: 70 °C) for 2 hours. After completion of the reaction, water was added to the reaction mixture and extracted with ethyl acetate. The organic layer was washed sequentially with saturated aqueous sodium thiosulfate and saturated aqueous sodium chloride, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 2.73 g (8.23 mmol) of 3,6-diiodopyridazine in 61% yield.

References

[1] Tetrahedron, 2015, vol. 71, # 40, p. 7670 - 7675
[2] Patent: WO2007/48802, 2007, A1. Location in patent: Page/Page column 91
[3] Journal of Heterocyclic Chemistry, 1999, vol. 36, # 5, p. 1135 - 1142
[4] Journal of Medicinal Chemistry, 1999, vol. 42, # 4, p. 669 - 676
[5] Patent: US5670492, 1997, A

3,6-Diiodopyridazine(20698-04-8)Related Product Information

• Thioridazine
• Oxadiazine
• Diazinon
• Sulfachloropyridazine sodium
• Hydralazine
• 3,6-Diiodopyridazine
• 3,6-difluoropyridazine
• 3,5-Dichloro-2(1H)-pyrazinone