Saltar al contenido
Merck

D60400

Sigma-Aldrich

2,3-Dichloro-5,6-dicyano-p-benzoquinone

98%

Sinónimos:

4,5-Dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-dicarbonitrile, DDQ

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización

Seleccione un Tamaño

5 G
MXP 910.00
10 G
MXP 1,316.00
100 G
MXP 10,900.00

MXP 910.00


Fecha estimada de envío27 de marzo de 2025


Solicitar un pedido a granel

Seleccione un Tamaño

Cambiar Vistas
5 G
MXP 910.00
10 G
MXP 1,316.00
100 G
MXP 10,900.00

About This Item

Fórmula empírica (notación de Hill):
C8Cl2N2O2
Número de CAS:
Peso molecular:
227.00
Beilstein/REAXYS Number:
747939
EC Number:
MDL number:
UNSPSC Code:
12352117
PubChem Substance ID:
NACRES:
NA.22
form:
powder
assay:
98%

MXP 910.00


Fecha estimada de envío27 de marzo de 2025


Solicitar un pedido a granel

Quality Level

assay

98%

form

powder

reaction suitability

reagent type: oxidant

mp

210-215 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

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 key

HZNVUJQVZSTENZ-UHFFFAOYSA-N

¿Está buscando productos similares? Visita Guía de comparación de productos

Application

2,3-Dichloro-5,6-dicyano-p-benzoquinone (DDQ) can be used as:
  • A deprotecting reagent for a variety of compounds, such as thioacetals, acetals, and ketals.[1]
  • An electron-transfer reagent for the synthesis of quinolines from imines and alkynes or alkenes.[2]
  • An effective reagent for the benzylic and allylic C−H functionalization.[3]
  • An oxidizing agent for the synthesis of functionalized furans and benzofurans.[4]
  • A reagent with Ph3P in an efficient synthesis of 1,2-benzisoxazoles.[5]

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

supp_hazards

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

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)
Mild and efficient photochemical and thermal deprotection of thioacetals and ketals using DDQ
Mathew L and Sankararaman S
The Journal of Organic Chemistry, 58, 7576-7576 (1993)

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

      Helpful?

  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

      Helpful?

Reviews

No rating value

Active Filters

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico