232017
Tetrachloro-1,4-benzoquinone
99%
Synonyme(s) :
2,3,5,6-Tetrachloro-1,4-benzoquinone, p-Chloranil, Chloranil
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A propos de cet article
Formule linéaire :
C6Cl4(=O)2
Numéro CAS:
Poids moléculaire :
245.88
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
204-274-4
Beilstein/REAXYS Number:
393006
MDL number:
Service technique
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Laissez-nous vous aiderQuality Level
assay
99%
form
solid
mp
289 °C (dec.) (lit.)
SMILES string
ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O
InChI
1S/C6Cl4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11
InChI key
UGNWTBMOAKPKBL-UHFFFAOYSA-N
Gene Information
human ... ACHE(43), BCHE(590), CES1(1066)
General description
Tetrachloro-1,4-benzoquinone (TCBQ) is a quinone compound with four chloride groups. The catalytic activity of quinone groups (benzoquinone) can be controlled by the chloride groups with large electronegativity.
Application
Synthesis of dibenzofurans via oxidative cyclization.
Undergoes photoinduced cycloaddition reactions with stilbene derivatives and α,β-unsaturated carbonyl compounds. Fluorescence quencher.
TCBQ can form a nanocomposite with multi-walled carbon nanotubes (MWCNTs) on a graphite electrode for nicotinamide adenine dinucleotide (NADH) oxidation. It can also provide pseudocapacitance and can be used as an electrode material for the development of supercapacitors. It may be used as an organic cathode and act as a redox mediator for the fabrication of lithium ion batteries.
signalword
Danger
hcodes
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1
Classe de stockage
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Electrocatalytic activity of 2, 3, 5, 6-tetrachloro-1, 4-benzoquinone/multi-walled carbon nanotubes immobilized on edge plane pyrolytic graphite electrode for NADH oxidation.
Silva L, et al.
Electrochimica Acta, 53(14), 4706-4714 (2008)
J. Prakt. Chem./Chem.-Ztg., 335, 515-515 (1993)
Tetsuya Takeya et al.
Organic letters, 9(15), 2807-2810 (2007-06-22)
A novel oxidative cyclization of quinone-arenols 5 leading to products 6 with a dibenzofuran-1,4-dione structure, which forms the core of several natural products, has been developed and applied to the synthesis of violet-quinone (4).
Numéro d'article de commerce international
| Référence | GTIN |
|---|---|
| 232017-100G | 04061838783219 |
| 232017-25G | 04061838783226 |