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232017 Sigma-Aldrich

Tetrachloro-1,4-benzoquinone

99%

Synonym: 2,3,5,6-Tetrachloro-1,4-benzoquinone, p-Chloranil, Chloranil

  • CAS Number 118-75-2

  • Linear Formula C6Cl4(=O)2

  • Molecular Weight 245.88

  •  Beilstein/REAXYS Number 393006

  •  EC Number 204-274-4

  •  MDL number MFCD00001594

  •  PubChem Substance ID 24853870

  •  NACRES NA.23

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Properties

Related Categories Materials Science, Polymer Additives, Polymer Science, Stabilizers
Quality Level   200
assay   99%
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)

Description

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.

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.

Undergoes photoinduced cycloaddition reactions with stilbene derivatives and α,β-unsaturated carbonyl compounds. Fluorescence quencher.

Packaging

25, 100 g in poly bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
WGK 2
RTECS 
DK6825000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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