494224
Tetrabromohydroquinone
98%
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About This Item
Linear Formula:
C6Br4-1,4-(OH)2
CAS Number:
Molecular Weight:
425.69
UNSPSC Code:
12352100
PubChem Substance ID:
EC Number:
220-142-9
MDL number:
Assay:
98%
InChI key
DTFQULSULHRJOA-UHFFFAOYSA-N
InChI
1S/C6H2Br4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11/h11-12H
SMILES string
Oc1c(Br)c(Br)c(O)c(Br)c1Br
assay
98%
mp
252-255 °C (lit.)
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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)
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
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