19063-55-9

Basic information

• Product Name: 6-BROMOCOUMARIN
• Synonyms: 6-Bromochromen-2-one;6-Bromo-2H-chromen-2-one
• CAS NO: 19063-55-9
• Molecular Formula: C₉H₅BrO₂
• Molecular Weight: 225.05
• Product Categories: Coumarins
• Mol File: 19063-55-9.mol
• Article Data: 49

Chemical Properties

• Melting Point: 164 °C
• Boiling Point: 349.2°Cat760mmHg
• Flash Point: 165°C
• Appearance: /
• Density: 1.688g/cm³
• Vapor Pressure: 4.77E-05mmHg at 25°C
• Refractive Index: 1.63
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 6-BROMOCOUMARIN(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMOCOUMARIN(19063-55-9)
• EPA Substance Registry System: 6-BROMOCOUMARIN(19063-55-9)

Safety Data

• Hazardous Substances Data: 19063-55-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron, 62, p. 6918, 2006 DOI: 10.1016/j.tet.2006.04.080

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

Upstream product

• 119-84-6 C₆H₄(CH₂CH₂C(O)O) 
• 1761-61-1 5-bromosalicyclaldehyde 
• 20921-00-0 6-bromo-3,4-dihydro-2H-1-benzopyran-2-one 
• 7726-95-6 bromine 
• 7664-93-9 sulfuric acid 
• 91-64-5 coumarin 
• 108-24-7 acetic anhydride 
• 105-39-5 chloroacetic acid ethyl ester 
• 42014-51-7 bromoacetic acid N-hydroxusuccinimidyl ester 
• 92569-86-3 5-bromo-2-hydroxycinnamaldehyde 
• 96-34-4 methyl chloroacetate 
• 127-19-5 N,N-dimethyl acetamide 
• 122-59-8 2-phenoxyacetic acid 
• 927-80-0 1-ethoxyacetylene 

Downstream Products

• 92-48-8 6-methylcoumarin 
• 749878-59-9 3-(5-bromo-2-hydroxy-phenyl)-propionic acid 
• 1337936-12-5 6-(3,5-difluorophenyl)-2H-chromen-2-one 
• 73108-75-5 6-phenyl-2H-chromen-2-one 
• 1337936-08-9 C₁₆H₉NO₂ 
• 1337936-09-0 6-(4-(dimethylamino)phenyl)-2H-chromen-2-one 
• 1337936-11-4 C₁₆H₉NO₂ 
• 1337936-13-6 C₁₆H₉F₃O₂ 
• 1337936-10-3 6-(4-fluorophenyl)-2H-chromen-2-one 
• 1318165-60-4 allyl 4-(2-(allyloxy)-2-oxoethyl)-2-amino-6-(3,5-dimethoxyphenyl)-4H-chromene-3-carboxylate 
• 1397245-49-6 6-(3-aminophenyl)-2H-chromen-2-one 
• 1397246-51-3 6-(4-aminophenyl)-2H-chromen-2-one 
• 1397251-46-5 tert-butyl methyl(3-(2-oxo-2H-chromen-6-yl)phenyl)carbamate 
• 1397254-85-1 tert-butyl ethyl-(3-(2-oxo-2H-chromen-6-yl)phenyl)carbamate 

Relevant articles and documents

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.

Synthesis of analogues of natural coumarins and coumarinolignans

3-Aryl-4H-coumarins with the 1,3-benzodioxol, 1,4-benzodioxane, and 1,5-benzodioxepane moieties were synthesized by modified methods.

Polyphosphoric acid-promoted synthesis of coumarins lacking substituents at positions 3 and 4

Coumarins have recently emerged as a hot topic of research due to their diverse pharmacological properties. This work described a method for the synthesis of 3,4-diunsubstituted coumarins promoted by polyphosphoric acid (PPA) from salicylaldehydes and acetic anhydride. Various coumarins were produced in good to excellent yields.

Fe(III)-Catalyzed Decarboxylative C3-Difluoroarylmethylation of Coumarins with α,α-Difluoroarylacetic Acids

A facile Fe(III)-catalyzed oxidative decarboxylative radical coupling reaction of α,α-difluoroarylacetic acids with coumarins has been developed. This transformation, which provides a series of C-3 difluoroarylmethylated coumarins containing various functional groups in moderate-to-good yields, features easily accessible starting materials and operational simplicity.

BIPHENYL COMPOUND AS CCR2/CCR5 RECEPTOR ANTAGONIST

Provided is a CCR2/CCR5 receptor antagonist and the use thereof in the preparation of a drug for treating diseases associated with the CCR2/CCR5. In particular, disclosed are a compound represented by formula (I) and a pharmaceutically acceptable salt thereof