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Merck

D60400

Sigma-Aldrich

2,3-二氯-5,6-二氰基对苯醌

98%

别名:

4,5-二氯-3,6-二氧-1,4-环己二烯-1,2-二甲腈, DDQ

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5 G
$66.10
10 G
$103.00
100 G
$802.00

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5 G
$66.10
10 G
$103.00
100 G
$802.00

About This Item

经验公式(希尔记法):
C8Cl2N2O2
CAS号:
分子量:
227.00
Beilstein:
747939
EC號碼:
MDL號碼:
分類程式碼代碼:
12352117
PubChem物質ID:
NACRES:
NA.22
形狀:
powder
化驗:
98%

$66.10


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品質等級

化驗

98%

形狀

powder

反應適用性

reagent type: oxidant

mp

210-215 °C (dec.) (lit.)

儲存溫度

2-8°C

SMILES 字串

ClC1=C(Cl)C(=O)C(C#N)=C(C#N)C1=O

InChI

1S/C8Cl2N2O2/c9-5-6(10)8(14)4(2-12)3(1-11)7(5)13

InChI 密鑰

HZNVUJQVZSTENZ-UHFFFAOYSA-N

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應用

2,3-二氯-5,6-二氰基苯醌(DDQ)可以用作:
  • 各类化合物的脱保护剂,例如硫缩醛、乙缩醛和缩酮。[1]
  • 由亚胺和炔烃或烯烃合成喹啉的电子转移试剂。[2]
  • 苄基和烯丙基C−H官能化的有效试剂。[3]
  • 合成官能化呋喃和苯并呋喃的氧化剂。[4]
  • 结合Ph3P有效合成1,2-苯并恶唑类化合物的试剂。[5]

象形圖

Skull and crossbones

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 3 Oral

安全危害

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Solvent-Free One-Step Photochemical Hydroxylation of Benzene Derivatives by the Singlet Excited State of 2, 3-Dichloro-5, 6-dicyano-p-benzoquinone Acting as a Super Oxidant.
Ohkubo K, et al.
Chemistry?A European Journal , 21(7), 2855-2861 (2015)
Deprotection of benzyl ethers using 2, 3-dichloro-5, 6-dicyano-p-benzoquinone (DDQ) under photoirradiation.
Rahim MA, et al.
Tetrahedron Letters, 46(43), 7307-7309 (2005)
Predictive model for oxidative C-H bond functionalization reactivity with 2, 3-dichloro-5, 6-dicyano-1, 4-benzoquinone.
Morales-Rivera CA, et al.
Journal of the American Chemical Society, 139(49), 17935-17944 (2017)
DDQ-mediated formation of carbon? carbon bonds: Oxidation of imines
Bortolotti B, et al.
Tetrahedron, 49, 10157-10157 (1993)
Ayse Kocabalkanli et al.
Farmaco (Societa chimica italiana : 1989), 57(12), 993-997 (2003-02-05)
Nucleosides have been of great interest since their strong antiviral activities were discovered. 1,3-Oxathiolane ring system has been known for many years, but it is in recent years that the ring has been used as the sugar ring in nucleoside

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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