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Quality Level
Assay
95%
form
solid
reaction suitability
reagent type: ligand
reaction type: C-H Activation
SMILES string
OC(C1=C(Cl)C=CC=C1I)=O
InChI
1S/C7H4ClIO2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3H,(H,10,11)
InChI key
KNWHWEKCHWFXFZ-UHFFFAOYSA-N
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Application
The following building block was synthesized via a C-H activation method developed by Yu and coworkers. The method was incorporated using the Yu-Wasa Auxiliary (Aldrich 791806) and I2 as the sole oxidant for ortho-iodination from the corresponding benzoic acid derivative.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
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Journal of the American Chemical Society, 135(28), 10326-10329 (2013-07-11)
Pd-catalyzed ortho-C-H iodination directed by a weakly coordinating amide auxiliary using I2 as the sole oxidant was developed. This reaction is compatible with a wide range of heterocycles including pyridines, imidazoles, oxazoles, thiazoles, isoxazoles, and pyrazoles.
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