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Merck
CN

224847

Iodine monobromide

98%

Synonym(s):

Bromoiodine

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About This Item

Linear Formula:
IBr
CAS Number:
Molecular Weight:
206.81
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352101
EC Number:
232-159-9
MDL number:
Assay:
98%
Form:
solid
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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

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.


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pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

危险化学品

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Iodine Monobromide
Brisbois RG, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition, 1-5 (2001)
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)



Global Trade Item Number

SKUGTIN
224847-250G04061835561759
224847-50G04061835554638