3172-00-7

Basic information

• Product Name: 5-BROMO-2-HYDROXYCYCLOHEPTA-2,4,6-TRIEN-1-ONE
• Synonyms: 5-Bromotropolone;5-BROMO-2-HYDROXYCYCLOHEPTA-2,4,6-TRIEN-1-ONE
• CAS NO: 3172-00-7
• Molecular Formula: C₇H₅BrO₂
• Molecular Weight: 201.02
• Product Categories: pharmacetical
• Mol File: 3172-00-7.mol
• Article Data: 2

Chemical Properties

• Melting Point: 189-190 °C
• Boiling Point: 269.098°C at 760 mmHg
• Flash Point: 116.546°C
• Appearance: /
• Density: 1.863g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.676
• PKA: 5.71±0.10(Predicted)
• CAS DataBase Reference: 5-BROMO-2-HYDROXYCYCLOHEPTA-2,4,6-TRIEN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-2-HYDROXYCYCLOHEPTA-2,4,6-TRIEN-1-ONE(3172-00-7)
• EPA Substance Registry System: 5-BROMO-2-HYDROXYCYCLOHEPTA-2,4,6-TRIEN-1-ONE(3172-00-7)

Safety Data

• Hazardous Substances Data: 3172-00-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 26, p. 4543, 1985 DOI: 10.1016/S0040-4039(00)88954-6

InChI:InChI=1/C7H5BrO2/c8-5-1-3-6(9)7(10)4-2-5/h1-4H,(H,9,10)

Upstream product

• 33816-51-2 5-bromo-2-methoxycyclohepta-2,4,6-trien-1-one 
• 77367-75-0 5-bromo-2-(p-tolylmethoxy)tropone 

Downstream Products

• 30057-16-0 5-<2-(p-methoxyphenyl)vinyl>tropolone 
• 15796-71-1 5-phenyltropolone 
• 16241-30-8 5-(4-methoxyphenyl)tropolone 
• 672-76-4 gamma-thujaplicin 
• 33816-51-2 5-bromo-2-methoxycyclohepta-2,4,6-trien-1-one 
• 1146714-60-4 1,4-didecyloxy-2,5-bis(4-hydroxy-5-oxocyclohepta-1,3,6-trienyl)benzene 
• 1146714-62-6 1,4-didecyloxy-2,5-bis[(4-hydroxy-5-oxocyclohepta-1,3,6-trienyl)ethynyl]benzene 
• 1146714-61-5 1,4-didecyloxy-2,5-bis[(E)-2-(4-hydroxy-5-oxocyclohepta-1,3,6-trienyl)ethenyl]benzene 
• 134952-80-0 5-(4'-t-butyldimethylsiloxy-3',5'-dimethoxyphenyl)-2-methoxycyclohepta-2,4,6-trien-1-one 
• 134952-82-2 5-(2',4'-dimethoxyphenyl)-2-methoxycyclohepta-2,4,6-trien-1-one 
• 134952-84-4 5-(2',5'-dimethoxyphenyl)cyclohepta-2,4,6-trien-1-one 

Relevant articles and documents

Regioselective nucleophilic substitution of 5-bromo-2-methoxytropone

The reaction of 5-bromo-2-methoxytropone with O- and N-nucleophiles, such as ethanol/potassium carbonate, sodium hydroxide, diethylamine, propylamine, p-chloroaniline/triethylamine, and p-phenylenediamine/triethylamine, gave corresponding 2-O- and 2-N-substituted troponoids. Alkyl diamines reacted with the substrate to produce bis(2-aminotropone)s. In the case of S-nucleophiles as 1-propanethiol, thiophenol, and 4-aminothiophenol with a base, the regioselective substitution at the 5-position occurred. Halogenation reagents, triphenyldibromophosphorane and its dichloro analogue, furnished 2,5-dibromo- and 2,5-dichlorotropones, respectively.