33491-30-4

Basic information

• Product Name: 8-BROMO-2H-1-BENZOPYRAN-2-ONE
• Synonyms: 8-BROMO-2H-1-BENZOPYRAN-2-ONE;8-BroMo-2H-chroMen-2-one;8-Bromochromen-2-one
• CAS NO: 33491-30-4
• Molecular Formula: C₉H₅BrO₂
• Molecular Weight: 225.05
• Mol File: 33491-30-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: 135-136 °C(Solv: methanol (67-56-1))
• Boiling Point: 352.2°C at 760 mmHg
• Flash Point: 166.8°C
• Appearance: /
• Density: 1.688g/cm³
• Vapor Pressure: 3.89E-05mmHg at 25°C
• Refractive Index: 1.63
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 8-BROMO-2H-1-BENZOPYRAN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-BROMO-2H-1-BENZOPYRAN-2-ONE(33491-30-4)
• EPA Substance Registry System: 8-BROMO-2H-1-BENZOPYRAN-2-ONE(33491-30-4)

Safety Data

• Hazardous Substances Data: 33491-30-4(Hazardous Substances Data)

Usage

General Description

8-Bromo-2H-1-benzopyran-2-one, also known as bromocoumarin, is a chemical compound with a molecular formula C9H5BrO2. It is a derivative of coumarin, a naturally occurring compound found in several plants. Bromocoumarin is widely used in the pharmaceutical and agricultural industries for its anticoagulant and pesticidal properties. It is also used as a precursor in the synthesis of various chemical compounds. Bromocoumarin has been studied for its potential biological activities, including its role as an anticancer and antifungal agent. Additionally, it has been investigated for its photophysical properties, making it of interest in the field of materials science.

InChI:InChI=1/C9H5BrO2/c10-7-3-1-2-6-4-5-8(11)12-9(6)7/h1-5H

Upstream product

• 95-56-7 2-hydroxybromobenzene 
• 91-64-5 coumarin 
• 608-33-3 2,6-dibromophenol 
• 292638-85-8 acrylic acid methyl ester 
• 1829-34-1 2-hydroxy-3-bromobenzaldehyde 
• 96-34-4 methyl chloroacetate 
• 108-24-7 acetic anhydride 
• 617-48-1 malic acid 
• 16139-79-0 ethyl diphenylphosphonoacetate 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 

Downstream Products

• 952657-29-3 8-[(cis-4-(tert-butoxycarbonyl)amino-1-hydroxycyclohexyl)ethynyl]-2H-chromen-2-one 

Relevant articles and documents

A quick and advantageous synthesis of 2H-1-benzopyran-2-ones unsubstituted on the pyranic nucleus

The synthesis of 2H-1-benzopyran-2-ones (coumarins) unsubstituted on the pyranic nucleus was realized by condensation of malic acid and phenols under mild conditions. A short reaction time, improved yields, good purity of the products, and an easy clean experimental protocol are the advantages of this procedure. Georg Thieme Verlag Stuttgart.

Organometallic iridium complex phosphorescent material containing coumarin skeleton and preparation method of phosphorescent material

An organometallic iridium complex phosphorescent material containing a coumarin skeleton and a preparation method of the phosphorescent material are disclosed. The coumarin skeleton is introduced intoa traditional 2-phenylpyridine ligand, and through controlling the change of substitution positions and adopting an asymmetric structure type, double regulation and control of the luminescent wavelength and luminous efficiency of an obtained iridium complex is realized, so that the organic electrophosphorescent material having simple structure and excellent performance is obtained. By using the characteristics that the coumarin skeleton structure is highly rigid, simple, easy to synthesize, strong in luminescent property and the like, double regulation and control of the luminescent wavelength and luminous efficiency of the obtained iridium complex is realized.

Dicyanovinylcoumarin as a turn-on fluorescent sensor for cyanide ion

Dicyanovinylcoumarin chemosensors (4a, 4b and 4c) were designed and synthesized by the Knoevenagel condensation reaction. The electronic absorption and emission spectra of the dicyanovinylcoumarin isomers exhibited red shifted absorption and less emission as compared to their precursor's coumarin aldehydes. The sensing behavior of dicyanovinylcoumarin isomers were studied for different anions. In these dicyanovinylcoumarin isomers, the 7-substituted isomer shows high selectivity towards CN? in the presence of other F?, Cl?, Br?, I?, ClO4?, HSO4? and NO2? ions. The effect of CN? on the structure of dicyanovinylcoumarin isomer was studied by performing DFT calculations. The theoretical calculations show strong agreement with the experimental results. The detection limit for CN? were found to be 1.14 × 10?8 M for 7-substitued dicyanovinylcoumarin isomer 4b.