2-bromo-1-(naphthalen-2-yl)ethan-1-one
$300.00
CAS No.: 613-54-7
Catalog No.: 195018
Purity: 95%
MF: C12H9BrO
MW: 249.107
Storage: 2-8 degree Celsius
SMILES: BrCC(=O)C1=CC2=CC=CC=C2C=C1
Catalog No.: 195018
Purity: 95%
MF: C12H9BrO
MW: 249.107
Storage: 2-8 degree Celsius
SMILES: BrCC(=O)C1=CC2=CC=CC=C2C=C1
2-bromo-1-(naphthalen-2-yl)ethan-1-one; CAS No.: 613-54-7; 2-bromo-1-(naphthalen-2-yl)ethan-1-one. PROPERTIES: 2-bromo-1-(naphthalen-2-yl)ethan-1-one presents as a white to slightly yellow crystalline powder with a faint aromatic odor. Its molecular formula is C11H8BrNO, corresponding to a molecular weight of approximately 268.09 g/mol. The compound features a melting point in the range of 65-68 C and demonstrates moderate solubility in common organic solvents such as methanol, acetone, and chloroform while being sparingly soluble in water. It is sensitive to light and heat, which may cause gradual decomposition. Proper storage requires keeping it in a tightly sealed, amber glass container in a cool, dry location away from direct sunlight and heat sources. The temperature should be maintained below 10 C if possible. Safety precautions include using chemical-resistant gloves, safety goggles, and lab coats to prevent skin absorption and inhalation of dust. The compound may cause skin and eye irritation, and accidental ingestion may be harmful. In case of exposure, immediate rinsing with water and medical consultation is recommended. APPLICATIONS: 2-bromo-1-(naphthalen-2-yl)ethan-1-one serves as a valuable intermediate in organic synthesis, particularly in the preparation of naphthalene-derived heterocycles and bioactive molecules through its participation in nucleophilic aromatic substitution reactions and Michael additions (Journal of Organic Chemistry). In medicinal chemistry, 2-bromo-1-(naphthalen-2-yl)ethan-1-one functions as a building block for creating anti-cancer agents and kinase inhibitors, where its bromoketone functionality enables covalent bonding to target proteins (Bioorganic & Medicinal Chemistry Letters). Additionally, it finds application in the development of fluorescent probes for bioimaging, where its naphthalene moiety provides strong fluorescence quantum yield and its bromoketone group allows for selective labeling of biological targets (Analytical Chemistry). The compound is also employed in materials science as a monomer for creating conjugated polymers with enhanced electronic properties, leveraging its electron-withdrawing ketone group and electron-rich naphthalene ring for charge transport applications (Advanced Materials).
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