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Merck
CN

242616

2-Bromoiodobenzene

99%

Synonym(s):

1-Bromo-2-iodobenzene, 1-Iodo-2-bromobenzene, 2-Bromo-1-iodobenzene, 2-Bromophenyl iodide, 2-Iodo-1-bromobenzene, 2-Iodobromobenzene, o-Bromoiodobenzene, o-Bromophenyl iodide, o-Iodobromobenzene

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About This Item

Linear Formula:
BrC6H4I
CAS Number:
Molecular Weight:
282.90
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
209-508-9
MDL number:
Assay:
99%
Form:
liquid
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Quality Level

assay

99%

form

liquid

contains

copper as stabilizer

refractive index

n20/D 1.661 (lit.)

bp

120-121 °C/15 mmHg (lit.)

mp

9-10 °C (lit.)

density

2.203 g/mL at 25 °C (lit.)

functional group

bromo, iodo

SMILES string

Brc1ccccc1I

InChI

1S/C6H4BrI/c7-5-3-1-2-4-6(5)8/h1-4H

InChI key

OIRHKGBNGGSCGS-UHFFFAOYSA-N

General description

2-bromoiodobenzene is an electrophile used in Pd-catalyzed cross-coupling reactions with amino-functionalized organozinc reagents.

Application

2-Bromoiodobenzene was used in the synthesis of diarylamines.


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

WGK 3

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter



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Routes toward enantiopure 2-substituted indolines: an overview
Anas, et al.
Tetrahedron Asymmetry, 20, 2193-2199 (2009)
Synthesis of 2-substituted indolines using sequential Pd-catalyzed processes
Deboves, et al.
Journal of the Chemical Society. Perkin Transactions 1, 733-736 (2002)
María E Budén et al.
The Journal of organic chemistry, 74(12), 4490-4498 (2009-05-23)
The synthesis of a series of substituted 9H-carbazoles by the photostimulated S(RN)1 substitution reaction with diarylamines as starting substrate was performed. The diarylamines were obtained by two approaches, the Pd-catalyzed reactions (Buchwald-Hartwig) or Cu-catalyzed reactions of 2-haloanilines with aryl halides



Global Trade Item Number

SKUGTIN
242616-5G04061837595257
242616-25G04061825589510