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213993

Sigma-Aldrich

4-Iodopyrazole

99%

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Empirical Formula (Hill Notation):
C3H3IN2
CAS Number:
Molecular Weight:
193.97
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

solid

mp

108-110 °C (lit.)

SMILES string

Ic1cn[nH]c1

InChI

1S/C3H3IN2/c4-3-1-5-6-2-3/h1-2H,(H,5,6)

InChI key

LLNQWPTUJJYTTE-UHFFFAOYSA-N

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1 of 4

This Item
337358417343357839
vibrant-m

213993

4-Iodopyrazole

vibrant-m

337358

4-Iodo-2-methylphenol

vibrant-m

417343

6-Chloro-4-hydroxycoumarin

vibrant-m

357839

1,5,6,7-Tetrahydro-4H-indol-4-one

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

form

solid

form

-

form

-

form

-

mp

108-110 °C (lit.)

mp

67-68 °C (lit.)

mp

291 °C (dec.) (lit.)

mp

188-190 °C (lit.)

General description

4-Iodopyrazole is a valuable intermediate for the synthesis of biologically active compounds. It undergoes iodination in the presence of iodine and ammonium hydroxide to yield 3,4-di-iodo- and 3,4,5-tri-iodo-pyrazole.

Application

4-Iodopyrazole was used in an indium-mediated synthesis of heterobiaryls.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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4-Aminopyrazole 95%

Sigma-Aldrich

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Sigma-Aldrich

91493

1-Methylpyrazole

Green iodination of pyrazoles with iodine/hydrogen peroxide in water.
Kim MM, et al.
Tetrahedron Letters, 49(25), 4026-4028 (2008)
Enrique Font-Sanchis et al.
The Journal of organic chemistry, 72(9), 3589-3591 (2007-04-05)
The palladium-mediated coupling reaction between triorganoindium reagents and organic electrophiles is extended to the synthesis of heteroaromatic compounds. Both electron-rich and electron-poor heterocycles can act as the organic electrophile or as the organoindium derivative.
Some iodinated pyrazole derivatives.
D Giles et al.
Journal of the Chemical Society. Perkin transactions 1, 13, 1179-1184 (1966-01-01)
A Kojo et al.
Archives of toxicology, 72(6), 336-341 (1998-07-10)
Mouse liver CYP2A5 is induced by several structurally unrelated compounds. In intact mouse liver, pyrazole (PYR) and 4-hydroxypyrazole (4-OH) induce selectively the expression of CYP2A5 while expression of other CYPs is decreased. In this study we exposed mouse primary hepatocytes
Hsuan-Liang Liu et al.
Journal of biomedical science, 10(3), 302-312 (2003-04-25)
Molecular docking simulations were performed in this study to investigate the importance of both structural and catalytic zinc ions in the human alcohol dehydrogenase beta(2)beta(2) on substrate binding. The structural zinc ion is not only important in maintaining the structural

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