825-44-5 | Thianaphthene-1,1-dioxide

Packsize	Purity	Availability	Price	Discounted Price
250mg	97%	in stock	$14.00	$10.00
1g	97%	in stock	$25.00	$18.00
5g	97%	in stock	$100.00	$70.00
25g	97%	in stock	$436.00	$306.00

Description

• Catalog Number: AB79650
• Chemical Name: Thianaphthene-1,1-dioxide
• CAS Number: 825-44-5
• Molecular Formula: C8H6O2S
• Molecular Weight: 166.197
• MDL Number: MFCD00052178
• SMILES: O=S1(=O)C=Cc2c1cccc2
• NSC Number: 82162

Computed Properties

• Complexity: 271
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 2
• XLogP3: 0.9

Upstream Synthesis Route

Benzo[b]thiophene 1,1-dioxide, commonly referred to as BTDO, is a versatile compound utilized in various chemical synthesis processes. This chemical plays a crucial role in the preparation of various organic compounds due to its unique structural and chemical properties.One of the primary applications of BTDO in chemical synthesis is as a building block for the synthesis of heterocyclic compounds. By reacting with different nucleophiles or electrophiles, BTDO can serve as a precursor for the formation of diverse heterocycles, such as benzothiophenes, benzofurans, and benzothiazoles. These heterocyclic compounds are important in the pharmaceutical and materials industries and are used in the development of various drugs, agrochemicals, and functional materials.Additionally, BTDO can be employed as a key starting material in the synthesis of organic semiconductors. Organic semiconductors are essential components in the production of electronic devices, such as organic light-emitting diodes (OLEDs) and organic photovoltaic cells (OPVs). By incorporating BTDO into the molecular structure of these semiconductors, researchers can enhance their optical and electronic properties, leading to improved device performance.In conclusion, Benzo[b]thiophene 1,1-dioxide is a critical compound in chemical synthesis, particularly in the construction of heterocyclic compounds and organic semiconductors. Its versatility and reactivity make it a valuable tool for the development of novel molecules with applications in various industries.

Literature

• In situ preparation of highly fluorescent dyes upon photoirradiation.

  Journal of the American Chemical Society 20110831

• Structure-based design, synthesis, and biological evaluation of 1,1-dioxoisothiazole and benzo[b]thiophene-1,1-dioxide derivatives as novel inhibitors of hepatitis C virus NS5B polymerase.

  Bioorganic & medicinal chemistry letters 20080715

• A computational study of the formation and dimerization of benzothiet-2-one.

  Organic letters 20080117

• Lead discovery of alpha,beta-unsaturated sulfones from a combinatorial library as inhibitors of inducible VCAM-1 expression.

  Bioorganic & medicinal chemistry letters 20030224

• Purification and characterization of the monooxygenase catalyzing sulfur-atom specific oxidation of dibenzothiophene and benzothiophene from the thermophilic bacterium Paenibacillus sp. strain A11-2.

  Applied microbiology and biotechnology 20021001

• Biodesulfurization of naphthothiophene and benzothiophene through selective cleavage of carbon-sulfur bonds by Rhodococcus sp. strain WU-K2R.

  Applied and environmental microbiology 20020801