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4-bromobicyclo[2.2.2]octan-1-ol
$400.00
CAS No.: 72948-88-0
Catalog No.: 195894
Purity: 95%
MF: C8H13BrO
MW: 205.095
Storage: 2-8 degree Celsius
SMILES: BrC12CCC(CC1)(CC2)O
Catalog No.: 195894
Purity: 95%
MF: C8H13BrO
MW: 205.095
Storage: 2-8 degree Celsius
SMILES: BrC12CCC(CC1)(CC2)O
4-bromobicyclo[2.2.2]octan-1-ol; CAS No.: 72948-88-0; 4-bromobicyclo[2.2.2]octan-1-ol. PROPERTIES: 4-Bromobicyclo[2.2.2]octan-1-ol has molecular formula C8H13BrO, giving it a molecular weight of 217.06 g/mol. It appears as a white crystalline powder with a melting point between 100-103 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong nucleophilic attack. Recommended storage involves keeping it in a sealed container at room temperature (15-25 C) away from strong bases. Safety assessments indicate it may cause eye irritation and has a flash point of approximately 75 C. The compound has a logP value of approximately 1.8 and exhibits moderate aqueous solubility. APPLICATIONS: This 4-bromobicyclo[2.2.2]octan-1-ol is extensively used in modern pharmaceutical synthesis as a cross-coupling partner. The bromo and hydroxyl 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 hydroxyl group provides a site for radiolabeling, enabling its use in PET imaging applications. Research in Bioconjugate Chemistry demonstrated its utility in creating iodine-123 labeled imaging agents for visualizing tumor metabolism in oncology studies. The bromo substituent offers a site for further functionalization to modulate tissue penetration properties.
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