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3,6-Diiodopyridazine

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CAS:20698-04-8
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  • 3,6-Diiodopyridazine
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  • 2019-08-05
  • CAS:20698-04-8
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3,6-Diiodopyridazine Basic information
Product Name:3,6-Diiodopyridazine
Synonyms:3,6-Diiodopyridazine 97%;3,6-Diiodopyridazine;3,6-DIIDOPYRIDAZINE;Pyridazine, 3,6-diiodo-;3,6-Diiodopyridazine ISO 9001:2015 REACH
CAS:20698-04-8
MF:C4H2I2N2
MW:331.88
EINECS:623-189-7
Product Categories:Halides;Pyrazines, Pyrimidines & Pyridazines;Pyrazines, Pyrimidines & Pyridazines
Mol File:20698-04-8.mol
3,6-Diiodopyridazine Structure
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)
Fp >110℃
storage temp. 2-8°C
pka-0.80±0.10(Predicted)
form solid
AppearanceOff-white to yellow Solid
InChIInChI=1S/C4H2I2N2/c5-3-1-2-4(6)8-7-3/h1-2H
InChIKeyGCLHXKPPHRIJOE-UHFFFAOYSA-N
SMILESC1(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
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
MSDS Information
3,6-Diiodopyridazine Usage And Synthesis
Uses3,6-Diiodopyridazine is used as a reactant in the preparation of conjugated ethynyl and vinylpyridazines as rod-like conjugated molecules with light-emitting properties.
Synthesis
3,6-Dichloropyridazine

141-30-0

3,6-Diiodopyridazine

20698-04-8

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 Preparation Products And Raw materials
Raw materials3,6-Dichloropyridazine-->Sodium thiosulfate-->Water-->Sodium iodide-->Acetone-->Sodium chloride
Tag: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