4-bromo-2-iodobenzonitrile
$250.00
CAS No.: 944276-67-9
Catalog No.: 195784
Purity: 95%
MF: C7H3BrIN
MW: 307.916
Storage: 2-8 degree Celsius
SMILES: BrC1=CC(=C(C#N)C=C1)I
Catalog No.: 195784
Purity: 95%
MF: C7H3BrIN
MW: 307.916
Storage: 2-8 degree Celsius
SMILES: BrC1=CC(=C(C#N)C=C1)I
For R&D use only. Not for human or animal use.
4-bromo-2-iodobenzonitrile; CAS No.: 944276-67-9; 4-bromo-2-iodobenzonitrile. PROPERTIES: 4-Bromo-2-iodobenzonitrile has molecular formula C7H3BrIN, giving it a molecular weight of 310.90 g/mol. It appears as a white crystalline powder with a melting point between 105-108 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong nucleophilic attack. Recommended storage involves keeping it in a tightly sealed container at room temperature (15-25 C) with desiccants. Safety data indicates it may cause skin irritation and has a flash point of approximately 85 C. The compound has a logP value of approximately 2.0 and exhibits limited aqueous solubility. APPLICATIONS: This 4-bromo-2-iodobenzonitrile is extensively used in modern pharmaceutical synthesis as a cross-coupling partner. The bromo and iodo substituents enable efficient Suzuki-Miyaura and Buchwald-Hartwig amination reactions to form complex polyaryl architectures common in kinase inhibitors. A comprehensive review in Organic Process Research & Development highlighted its role in developing anticancer agents targeting MET and AXL kinases. In chemical research, it serves as a versatile building block for constructing bioactive scaffolds. The bromo and iodo groups provide orthogonal reactivity for sequential coupling reactions. Additionally, the compound is utilized in the preparation of benzodiazepine-containing radiotracers. Research in Bioconjugate Chemistry demonstrated its utility in creating iodine-123 labeled imaging agents for visualizing neuroreceptor densities in psychiatric disorders. The nitrile substituent offers a site for further functionalization to modulate tissue penetration properties.
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