2-bromo-7-methoxynaphthalene
$350.00
CAS No.: 200875-36-1
Catalog No.: 195799
Purity: 95%
MF: C11H9BrO
MW: 237.096
Storage: 2-8 degree Celsius
SMILES: BrC1=CC2=CC(=CC=C2C=C1)OC
Catalog No.: 195799
Purity: 95%
MF: C11H9BrO
MW: 237.096
Storage: 2-8 degree Celsius
SMILES: BrC1=CC2=CC(=CC=C2C=C1)OC
2-bromo-7-methoxynaphthalene; CAS No.: 200875-36-1; 2-bromo-7-methoxynaphthalene. PROPERTIES: 2-Bromo-7-methoxynaphthalene has molecular formula C10H8BrO, giving it a molecular weight of 235.08 g/mol. It appears as a white crystalline solid with a melting point between 60-63 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 75 C. The compound has a logP value of approximately 2.5 and exhibits limited aqueous solubility. APPLICATIONS: This 2-bromo-7-methoxynaphthalene is extensively used in modern pharmaceutical synthesis as a cross-coupling partner. The bromo and methoxy 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 EGFR and FLT3 kinases. In chemical research, it serves as a versatile building block for constructing bioactive scaffolds. The methoxy group provides steric and electronic effects beneficial for optimizing binding to kinase active sites. Additionally, the compound is utilized in the preparation of naphthalene-containing fluorescent dyes. The methoxy group provides a site for installing fluorescence tags, enabling detection of nucleic acid hybridization events, as reported in Dyes and Pigments.
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