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Sigma-Aldrich

Tetrachloro-1,4-benzoquinone

99%

Synonyme(s) :

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

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25 G
103,00 $
100 G
269,00 $

103,00 $


Disponible pour expédition le10 avril 2025Détails


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25 G
103,00 $
100 G
269,00 $

About This Item

Formule linéaire :
C6Cl4(=O)2
Numéro CAS:
Poids moléculaire :
245.88
Beilstein:
393006
Numéro CE :
Numéro MDL:
Code UNSPSC :
12162002
ID de substance PubChem :
Nomenclature NACRES :
NA.23

103,00 $


Disponible pour expédition le10 avril 2025Détails


Devis pour commande en gros

Essai

99%

Forme

solid

Pf

289 °C (dec.) (lit.)

Chaîne SMILES 

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

Clé InChI

UGNWTBMOAKPKBL-UHFFFAOYSA-N

Informations sur le gène

Description générale

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.[1]

Application

Synthesis of dibenzofurans via oxidative cyclization.[2]
TCBQ can form a nanocomposite with multi-walled carbon nanotubes (MWCNTs) on a graphite electrode for nicotinamide adenine dinucleotide (NADH) oxidation.[3] It can also provide pseudocapacitance and can be used as an electrode material for the development of supercapacitors.[4] It may be used as an organic cathode and act as a redox mediator for the fabrication of lithium ion batteries.[4][5]
Undergoes photoinduced cycloaddition reactions with stilbene derivatives and α,β-unsaturated carbonyl compounds.[6] Fluorescence quencher.[7]

Pictogrammes

CorrosionExclamation markEnvironment

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


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Certificats d'analyse (COA)

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Les clients ont également consulté

Slide 1 of 1

1 of 1

An Insoluble Benzoquinone-Based Organic Cathode for Use in Rechargeable Lithium-Ion Batteries.
Luo Z, et al.
Angewandte Chemie (International ed. in English), 56(41), 12561-12565 (2017)
Synthesis of a polyacrylonitrile/tetrachloro-1, 4-benzoquinone gel polymer electrolyte for high-performance Li-air batteries.
Bok K, et al.
Journal of Membrane Science (2018)
Journal of the Chemical Society. Perkin Transactions 1, 571-571 (1994)
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).
A benzoquinone-based cathode for Li-organic batteries.
Wei W, et al.
Materials Letters, 213(41), 126-130 (2018)

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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