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benzo[b]thiophene-2-carbaldehyde
$320.00
CAS No.: 3541-37-5
Catalog No.: 196157
Purity: 95%
MF: C9H6OS
MW: 162.213
Storage: 2-8 degree Celsius
SMILES: S1C2=C(C=C1C=O)C=CC=C2
Catalog No.: 196157
Purity: 95%
MF: C9H6OS
MW: 162.213
Storage: 2-8 degree Celsius
SMILES: S1C2=C(C=C1C=O)C=CC=C2
benzo[b]thiophene-2-carbaldehyde; CAS No.: 3541-37-5; benzo[b]thiophene-2-carbaldehyde. PROPERTIES: This aromatic aldehyde features a benzo[b]thiophene-2-carbaldehyde structure, combining a benzene ring fused to a thiophene ring with an aldehyde group at position 2. It typically appears as a pale yellow liquid with a molecular weight of approximately 178.2 g/mol (C10H7OS). The density is around 1.25 g/cm?, and it has a boiling point of approximately 270-275 C at 760 mmHg. It is moderately soluble in common organic solvents such as dichloromethane, ethyl acetate, and tetrahydrofuran but exhibits poor water solubility. Proper storage requires an airtight container in a cool, dark place, preferably under an inert atmosphere to prevent oxidation of the thiophene moiety. Safety precautions include using corrosion-resistant gloves, safety goggles, and working in a well-ventilated area. It is classified as a skin and eye irritant (GHS07) with the hazard statement H315-H319. APPLICATIONS: Benzo[b]thiophene-2-carbaldehyde is utilized in organic synthesis as a versatile intermediate. Its benzo[b]thiophene-2-carbaldehyde structure enables participation in various reactions, including nucleophilic additions at the aldehyde carbonyl and electrophilic substitutions at the thiophene ring. In pharmaceutical research, it serves as a starting material for synthesizing biologically active compounds, particularly those targeting the central nervous system and inflammatory pathways. The aldehyde functionality can be converted into secondary amines through reductive amination, or into various protecting groups for sequential synthesis. Additionally, this compound functions as a building block in materials science for creating conjugated polymers with specific optical and electronic properties. Academic studies employ it as a model compound for investigating thiophene-containing systems in Medicinal Chemistry and Materials Chemistry journals, focusing on structure-property relationships of thiophene derivatives.
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