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About This Item
Linear Formula:
CH3C6H3(Br)I
CAS Number:
Molecular Weight:
296.93
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Assay
98%
refractive index
n20/D 1.65 (lit.)
bp
263 °C (lit.)
density
2.08 g/mL at 25 °C (lit.)
SMILES string
Cc1cc(Br)ccc1I
InChI
1S/C7H6BrI/c1-5-4-6(8)2-3-7(5)9/h2-4H,1H3
InChI key
GHTUADBHTFHMNI-UHFFFAOYSA-N
General description
5-Bromo-2-iodotoluene is a halogenated hydrocarbon. It undergoes chemoselective Suzuki reaction with phenylboronic acid to yield the corresponding carboxylic acid.
Application
5-Bromo-2-iodotoluene may be used in the synthesis of:
- 2-bromo-5-(4-bromo-2-methylphenyl)-3-methylpyridine
- 4-bromo-4′-(carbazol-9-yl)-2-methylbiphenyl
- 4,4′-dibromo-2-methyl-biphenyl
- 3-methyl-4-phenylbromobenzene
- 4-(4-bromo-2-methylphenyl)butanoic acid
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
230.0 °F - closed cup
Flash Point(C)
110 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Synthesis of comb polyphenylenes by Suzuki coupling from AB macromonomers.
Zhou S, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 52(11), 1519-1524 (2014)
Synthesis of new phenylpyridyl scaffolds using the Garlanding approach.
Voisin-Chiret AS, et al.
Tetrahedron, 66(40), 8000-8005 (2010)
Synthesis, Properties and Applications of Biphenyl Functionalized 9, 9-Bis (4-diphenylaminophenyl) fluorenes as Bifunctional Materials for Organic Electroluminescent Devices.
Thangthong A-M, et al.
European Journal of Organic Chemistry, 27, 5263-5274 (2012)
M Jonathan Fray et al.
Journal of medicinal chemistry, 46(16), 3514-3525 (2003-07-25)
The pathology of chronic dermal ulcers is characterized by excessive proteolytic activity which degrades extracellular matrix (required for cell migration) and growth factors and their receptors. The overexpression of MMP-3 (stromelysin-1) and MMP-13 (collagenase-3) is associated with nonhealing wounds, whereas
E Scott Priestley et al.
Journal of medicinal chemistry, 58(15), 6225-6236 (2015-07-08)
On the basis of a crystal structure of a phenylpyrrolidine lead and subsequent molecular modeling results, we designed and synthesized a novel series of macrocyclic FVIIa inhibitors. The optimal 16-membered macrocycle was 60-fold more potent than an acyclic analog. Further
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