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242616

Sigma-Aldrich

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:
583-55-1
Molecular Weight:
282.90
EC Number:
209-508-9
MDL number:
MFCD00001030
UNSPSC Code:
12352100
PubChem Substance ID:
24854573
NACRES:
NA.22

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.)

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
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

10 - Combustible liquids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of 2-substituted indolines using sequential Pd-catalyzed processes
Deboves, et al.
Journal of the Chemical Society. Perkin Transactions 1, 733-736 (2002)
Routes toward enantiopure 2-substituted indolines: an overview
Anas, et al.
Tetrahedron Asymmetry, 20, 2193-2199 (2009)
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
Lei Liu et al.
Journal of pharmaceutical and biomedical analysis, 117, 325-332 (2015-09-29)
The current study reports the development and validation of a stability-indicating reversed phase HPLC method for the separation and identification of potential impurities in vortioxetine, a recently developed antidepressant. The structures of a new compound and four process-related impurities formed

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