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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
Pricing and availability is not currently available.

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. [1] [2]

Application

2-Bromoiodobenzene was used in the synthesis of diarylamines[3].

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV7022
MKCQ9236
MKCS6243
MKCK1844
MKCP7237

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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
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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    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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