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232017

Sigma-Aldrich

Chloranil

99%

Synonym(e):

2,3,5,6-Tetrachlor-1,4-benzochinon, p-Chloranil, Tetrachlor-1,4-benzochinon

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25 G
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About This Item

Lineare Formel:
C6Cl4(=O)2
CAS-Nummer:
118-75-2
Molekulargewicht:
245.88
Beilstein:
393006
EG-Nummer:
204-274-4
MDL-Nummer:
MFCD00001594
UNSPSC-Code:
12162002
PubChem Substanz-ID:
24853870
NACRES:
NA.23

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Assay

99%

Form

solid

mp (Schmelzpunkt)

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

InChIKey

UGNWTBMOAKPKBL-UHFFFAOYSA-N

Angaben zum Gen

human ... ACHE(43) , BCHE(590) , CES1(1066)

Verwandte Kategorien

Allgemeine Beschreibung

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]

Anwendung

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

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
BCCK7552
BCCD0305
BCCB8938
BCBV8858
BCBZ3538

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Durochinon 97%

Sigma-Aldrich

D223204

Durochinon

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)
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Questions

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  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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