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24910

Sigma-Aldrich

1-Chloro-2-iodobenzene

98%

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About This Item

Linear Formula:
ClC6H4I
CAS Number:
Molecular Weight:
238.45
Beilstein/REAXYS Number:
1905116
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

liquid

refractive index

n20/D 1.6334 (lit.)
n20/D 1.635

bp

234-235 °C (lit.)

mp

1 °C (lit.)

density

1.952 g/mL at 25 °C (lit.)

functional group

chloro
iodo

SMILES string

Clc1ccccc1I

InChI

1S/C6H4ClI/c7-5-3-1-2-4-6(5)8/h1-4H

InChI key

MPEOPBCQHNWNFB-UHFFFAOYSA-N

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General description

1-Chloro-2-iodobenzene reacts with lanthanum metal in the presence of trimethylchlorosilane to yield 1-chloro-2-trimethylsilylbenzene.

Application

1-Chloro-2-iodobenzene has been used in the preparation of N,N-diaryl-o-phenylenediamines and 4(5)-(2-chlorophenyl)-1H-imidazole.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

233.6 °F - closed cup

flash_point_c

112 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Pd catalyzed coupling of 1, 2-dibromoarenes and anilines: formation of N,N-diaryl-o-phenylenediamines.
Wenderski T, et al.
Tetrahedron Letters, 45(37), 6851-6853 (2004)
A new boronic-acid based strategy to synthesize 4 (5)-(het) aryl-1H-imidazoles.
Primas N, et al.
Tetrahedron, 64(20), 4596-4601 (2008)
Reaction of 1, 2-dihalogen substituted arenes with lanthanum metal: a new generation method of benzyne.
Kawabata H, et al.
Tetrahedron Letters, 43(28), 4911-4913 (2002)

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