4025-69-8

Basic information

• Product Name: 9,10-dioxo-9,10-dihydroanthracene-1-sulfonyl chloride
• Synonyms: 1-Anthraquinonesulfonyl chloride
• CAS NO: 4025-69-8
• Molecular Formula: C₁₄H₇ClO₄S
• Molecular Weight: 306.721
• Mol File: 4025-69-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 514.8°C at 760 mmHg
• Flash Point: 265.2°C
• Density: 1.567g/cm³
• Vapor Pressure: 1.04E-10mmHg at 25°C
• Refractive Index: 1.663
• CAS DataBase Reference: 9,10-dioxo-9,10-dihydroanthracene-1-sulfonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-dioxo-9,10-dihydroanthracene-1-sulfonyl chloride(4025-69-8)
• EPA Substance Registry System: 9,10-dioxo-9,10-dihydroanthracene-1-sulfonyl chloride(4025-69-8)

Safety Data

• Hazardous Substances Data: 4025-69-8(Hazardous Substances Data)

Usage

General Description

9,10-dioxo-9,10-dihydroanthracene-1-sulfonyl chloride is a chemical compound with the molecular formula C14H7ClO4S. It is a sulfonyl chloride derivative of anthraquinone, a well-known organic compound commonly used in the production of dyes and pigments. This particular derivative is used as a versatile building block in organic synthesis, particularly in the preparation of anthraquinone-based dyes and pharmaceuticals. The sulfonyl chloride functional group allows for the attachment of the compound to other molecules, making it a valuable reagent in the synthesis of various organic compounds. Additionally, it can also be used as a catalyst in certain organic reactions. Overall, 9,10-dioxo-9,10-dihydroanthracene-1-sulfonyl chloride plays an important role in the field of organic chemistry and has widespread applications in both industry and research.

Upstream product

• 82-49-5 1-anthraquinonesulfonic acid 
• 30845-78-4 potassium 9,10-dihydro-9,10-dioxoanthracene-1-sulfonate 
• 128-56-3 anthraquinone-1-sulphonic acid sodium salt 
• 7719-09-7 thionyl chloride 

Downstream Products

• 82-49-5 1-anthraquinonesulfonic acid 
• 82-44-0 1-chloroanthracene-9,10-dione 

Relevant articles and documents

Cationic anthraquinone derivatives as catalytic DNA photonucleases: Mechanisms for DNA damage and quinone recycling

Ammonium-substituted anthraquinone derivatives have been found to catalyze DNA cleavage upon irradiation with 350 nm light. Picosecond laser spectroscopy demonstrates that the excited quinones react with DNA by two separate oxidative pathways: electron transfer from a nearby base and hydrogen atom abstraction from the deoxyribose component of the nucleic acid backbone. Photo-oxidation of DNA by either pathway yields the one-electron-reduced form of the quinone as a byproduct. Back electron transfer from the reduced quinone to the oxidized base is the predominant decay path for the reduced quinone formed by the electron transfer pathway while that formed by hydrogen atom abstraction is converted back to the ground-state, fully oxidized form by reduction of molecular oxygen. The resulting superoxide anion is detected by its reduction of cytochrome c. Comparison of the spectroscopic data for two quinones with significant different cleavage efficiencies suggests that DNA cleavage by these quinone reagents results from the hydrogen-abstraction chemistry. The laser experiments further indicate that the quinone completes one cycle of excitation, oxidation of DNA, and reduction of oxygen within 10 μs, illustrating the potential utility of these agents for double-stranded cleavage of DNA.