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335207

Sigma-Aldrich

3-Chloroindazole

97%

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About This Item

Empirical Formula (Hill Notation):
C7H5ClN2
CAS Number:
29110-74-5
Molecular Weight:
152.58
EC Number:
249-444-9
MDL number:
MFCD00067527
UNSPSC Code:
12352100
PubChem Substance ID:
24860297
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

97%

form

powder

mp

149 °C (subl.) (lit.)

functional group

chloro

SMILES string

Clc1n[nH]c2ccccc12

InChI

1S/C7H5ClN2/c8-7-5-3-1-2-4-6(5)9-10-7/h1-4H,(H,9,10)

InChI key

QPHAGNNWDZSKJH-UHFFFAOYSA-N

Related Categories

General description

3-Chloroindazole is an indazole bearing an electron withdrawing substituent.[1]

Application

3-Chloroindazole was used in the preparation of 3-chloro-1-(4′-methylphenyl)-indazole.[2]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS4358
MKCP2697
MKCK9167
MKBW0531V
MKBS7834V

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Mikhail A Kinzhalov et al.
Dalton transactions (Cambridge, England : 2003), 42(29), 10394-10397 (2013-06-21)
A reaction between equimolar amounts of cis-[PdCl2(CNCy)2] (1) and indazole (HInd, 2) or 5-methylindazole (HInd(Me), 3) proceeded in refluxing CHCl3 for ca. 6 h affording the aminocarbene species cis-[PdCl2{C(Ind)=N(H)Cy}(CNCy)] (4) or cis-[PdCl2{C(Ind(Me))=N(H)Cy}(CNCy)] (5) in good (72-83%) isolated yields. Complexes 4
Jon C Antilla et al.
The Journal of organic chemistry, 69(17), 5578-5587 (2004-08-17)
This paper details the copper-catalyzed N-arylation of pi-excessive nitrogen heterocycles. The coupling of either aryl iodides or aryl bromides with common nitrogen heterocycles (pyrroles, pyrazoles, indazoles, imidazoles, and triazoles) was successfully performed in good yield with catalysts derived from diamine

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