2,4,4,6-tetrabromo-2,5-cyclohexadienone

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Structural formula
Structural formula of 2,4,4,6-tetrabromo-2,5-cyclohexadienone
General
Surname 2,4,4,6-tetrabromo-2,5-cyclohexadienone
other names

TBCO

Molecular formula C 6 H 2 Br 4 O
Brief description

yellow solid

External identifiers / databases
CAS number 20244-61-5
EC number 243-638-7
ECHA InfoCard 100,039,656
PubChem 88433
Wikidata Q55524806
properties
Molar mass 409.70 g mol −1
Physical state

firmly

Melting point

125 ° C (decomposition)

solubility

practically insoluble in water

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319-335
P: 261-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2,4,4,6-Tetrabromo-2,5-cyclohexadienone is a chemical compound from the group of cyclohexadienones .

Extraction and presentation

2,4,4,6-Tetrabromo-2,5-cyclohexadienone can be obtained by reacting phenol with a brominating agent and a mixture of an alkali / alkaline earth metal bromide and an alkali / alkaline earth metal bromate, dissolved in deionized water in the presence of an acid .

properties

2,4,4,6-Tetrabromo-2,5-cyclohexadienone is a yellow solid that is practically insoluble in water.

use

2,4,4,6-Tetrabromo-2,5-cyclohexadienone has extensive applications in synthetic organic chemistry. It is used in the production of linear poly (phenylene oxides), the direct monobromination of imidazoles and N- methylindoles, the regioselective monobromination of aromatic amines to form 4-bromoanilines in high yields, the parabromination of phenols by the regioselective bromination of phenols for bromination used by thiophenes and many other reactions.

Individual evidence

  1. ↑ a b c d data sheet 2,4,4,6-Tetrabromo-2,5-cyclohexadienone, 90 +% from AlfaAesar, accessed on March 7, 2018 ( PDF )(JavaScript required) .
  2. ↑ a b c data sheet 2,4,4,6-tetrabromo-2,5-cyclohexadienone, 90% from Sigma-Aldrich , accessed on March 7, 2018 ( PDF ).
  3. ↑ a b Document DE60218359T2: METHOD FOR THE PRODUCTION OF 2,4,4,6-TETRABROM-2,5-CYCLOHEXADIENONE , accessed on March 7, 2018.