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232017

Sigma-Aldrich

Tetrachloro-1,4-benzoquinone

99%

Sinonimo/i:

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

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75,90 €
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25 G
75,90 €
100 G
200,00 €

About This Item

Formula condensata:
C6Cl4(=O)2
Numero CAS:
118-75-2
Peso molecolare:
245.88
Beilstein:
393006
Numero CE:
204-274-4
Numero MDL:
MFCD00001594
Codice UNSPSC:
12162002
ID PubChem:
24853870
NACRES:
NA.23

75,90 €

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Saggio

99%

Stato

solid

Punto di fusione

289 °C (dec.) (lit.)

Stringa SMILE

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
UGNWTBMOAKPKBL-UHFFFAOYSA-N

Informazioni sul gene

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

Categorie correlate

Descrizione generale

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]

Applicazioni

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]

Avvertenze

Danger

Indicazioni di pericolo

H315,H317,H318,H410

Classi di pericolo

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
BCCK7552
BCCD0305
BCCB8938
BCBV8858
BCBZ3538

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Duroquinone 97%

Sigma-Aldrich

D223204

Duroquinone

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).
J. Prakt. Chem./Chem.-Ztg., 335, 515-515 (1993)
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)
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Domande

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

    1 risposta

    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

      Utile?

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

    1 risposta

    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

      Utile?

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