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Merck

494224

Sigma-Aldrich

Tetrabromohydroquinone

98%

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About This Item

Fórmula lineal:
C6Br4-1,4-(OH)2
Número de CAS:
Peso molecular:
425.69
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

98%

mp

252-255 °C (lit.)

SMILES string

Oc1c(Br)c(Br)c(O)c(Br)c1Br

InChI

1S/C6H2Br4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11/h11-12H

InChI key

DTFQULSULHRJOA-UHFFFAOYSA-N

General description

Tetrabromohydroquinone (TBHQ), also known as 2,3,5,6-tetrabromohydroquinone, can be synthesized by reacting bromanil with phenyl phosphine. It crystallizes in the monoclinic space group, P21/n. The effect of C-Br group on the crystal structure of TBHQ has been investigated. Its role in causing green luminescence in Ptychodera flava has been investigated.

Application

Tetrabromohydroquinone may be used in the synthesis of thermoresponsive branched oligoethylene glycol dendrimers.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Mona A Abdel-Rahman et al.
European journal of medicinal chemistry, 69, 848-854 (2013-10-15)
Three interesting thermoresponsive branched oligoethylene glycol dendrimers based on tetrabromohydroquinone were efficiently synthesized from tetrabromohydroquinone and three different oligoethylene glycol derivatives. By visual inspection, all these dendrimers are water-soluble at room temperature. The thermoresponsive behaviors were investigated by using UV/vis
Akira Kanakubo et al.
Luminescence : the journal of biological and chemical luminescence, 20(6), 397-400 (2005-06-21)
2,3,5,6-Tetrabromohydroquinone was isolated as a luminous substance from Ptychodera flava. This compound emitted light after addition of hydrogen peroxide under basic conditions. Since hydroquinone had no fluorescence, further investigation by spectral analysis revealed that riboflavin was the only possible light
Reaction of phenylphosphine with p-quinones.
Pudovik AN, et al.
Russian Chemical Bulletin, 27(7), 1450-1452 (1978)
A comparative study of the crystal structures of tetrahalogenated hydroquinones and ?-hydroquinone.
Thalladi VR, et al.
Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials, 55(6), 1005-1013 (1999)

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