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Merck

213993

Sigma-Aldrich

4-Iodopyrazole

99%

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About This Item

Fórmula empírica (notación de Hill):
C3H3IN2
Número de CAS:
Peso molecular:
193.97
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

solid

mp

108-110 °C (lit.)

functional group

iodo

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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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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Los clientes también vieron

Some iodinated pyrazole derivatives.
D Giles et al.
Journal of the Chemical Society. Perkin transactions 1, 13, 1179-1184 (1966-01-01)
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.
Metin Zora et al.
The Journal of organic chemistry, 76(16), 6726-6742 (2011-07-12)
Electrophilic cyclizations of α,β-alkynic hydrazones by molecular iodine were investigated for the synthesis of 4-iodopyrazoles. α,β-Alkynic hydrazones were readily prepared by the reactions of hydrazines with propargyl aldehydes and ketones. When treated with molecular iodine in the presence of sodium
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

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