3172-00-7

Usage

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

• 33816-51-2 5-bromo-2-methoxycyclohepta-2,4,6-trien-1-one 
• 363-67-7 3,5,7-tribromotropolone 
• 30057-13-7 5-styryltropolone 
• 133413-77-1 5-<3-(3,4-dimethoxyphenyl)-1-propenyl>tropolone 
• 15796-71-1 5-phenyltropolone 
• 16241-30-8 5-(4-methoxyphenyl)tropolone 
• 1146714-61-5 1,4-didecyloxy-2,5-bis[(E)-2-(4-hydroxy-5-oxocyclohepta-1,3,6-trienyl)ethenyl]benzene 
• 1146714-62-6 1,4-didecyloxy-2,5-bis[(4-hydroxy-5-oxocyclohepta-1,3,6-trienyl)ethynyl]benzene 
• 1146714-60-4 1,4-didecyloxy-2,5-bis(4-hydroxy-5-oxocyclohepta-1,3,6-trienyl)benzene 
• 672-76-4 gamma-thujaplicin 
• 134952-80-0 5-(4'-t-butyldimethylsiloxy-3',5'-dimethoxyphenyl)-2-methoxycyclohepta-2,4,6-trien-1-one 

Relevant academic research and scientific papers

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.

A THERMALLY-INDUCED RADICAL REARRANGEMENT OF 2-ARYLMETHOXYTROPONES TO 3- AND 5-ARYLMETHYLTROPOLONES

2-Arylmethoxytropones, i.e., 2-benzyloxytropone, 2-(p-tolylmethoxy)tropone, 2-(4-bromophenylmethoxy)tropone, 2-(4-chlorophenylmethoxy)tropone, 2-(4-methoxyphenylmethoxy)tropone, and 2-(1-naphthylmethoxy)tropone, rearranged upon heating to the 3- and 5-arylmethyltropolones via the radical intermediates.Similarly, 5-bromo-2-(p-tolylmethoxy)tropone gave 5-bromo-3-(p-tolylmethyl)tropolone.