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Key Documents

224847

Sigma-Aldrich

Iodine monobromide

98%

Synonym(s):

Bromoiodine

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About This Item

Linear Formula:
IBr
CAS Number:
Molecular Weight:
206.81
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

mp

42-50 °C (lit.)

density

4.416 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

BrI

InChI

1S/BrI/c1-2

InChI key

CBEQRNSPHCCXSH-UHFFFAOYSA-N

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General description

Iodine monobromide is an interhalogen compound used as an electrophile in the synthesis of polyketide structural units.

Iodine monobromide (IBr) is a powerful iodinating agent employed in organic synthesis. IBr is commonly used in cleavage of carbon–metal bonds, electrophilic addition to alkenes, α-bromination of steroidal ketones and aldehydes, and in diastereoselective cyclizations of homoallylic carbonates.

Application

Electrophile employed in a new synthetic approach to polyketide structural units.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Kai Liu et al.
Organic letters, 8(23), 5393-5395 (2006-11-03)
[Structure: see text] A strategically novel approach to the formation of syn-1,3-diol mono- and diethers through electrophilic activation of homoallylic alkoxymethyl ethers has been developed. The resulting polyketide-like synthetic fragments are generated in good yield and with excellent stereocontrol. A
The Thermodynamic Constants of Iodine Monobromide
McMorris, et al.
Journal of the American Chemical Society, 53, 2625-2631 (1931)
Iodine Monobromide
Brisbois RG, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition, 1-5 (2001)
L P Markina et al.
Voprosy kurortologii, fizioterapii, i lechebnoi fizicheskoi kultury, (4)(4), 38-40 (1998-12-18)
The studies of 116 females with chronic nonspecific salpingo-oophoritis demonstrate that combination of low-frequency magnetic field with iodine-bromine water effectively corrects immunological indices, i.e. improves T- and B-cell immunity, production of IgM and IgA, proportion of immunoregulatory subpopulations of T-lymphocytes.
Peter Imming et al.
Archiv der Pharmazie, 335(9), 449-451 (2002-11-26)
The iodine value (iodine number) is an important analytical characteristic of fats and oils. Leading pharmacopeias determine it using iodine monobromide (Hanus method). We used methyl oleate as a simple analog of unsaturated triacylglycerols to identify the products. After performing

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