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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.
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.
Signal Word
Danger
Hazard Statements
Precautionary 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
Regulatory Information
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The Thermodynamic Constants of Iodine Monobromide
McMorris, et al.
Journal of the American Chemical Society, 53, 2625-2631 (1931)
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
Iodine Monobromide
Brisbois RG, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition, 1-5 (2001)
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
Ultraviolet spectrophotometric determination of phenols in natural and waste waters with iodine monobromide.
F Bosch et al.
The Analyst, 112(9), 1335-1337 (1987-09-01)
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