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Merck
CN

35680

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

purum, ≥95.0% (RT)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C8Cl2N2O2
CAS Number:
Molecular Weight:
227.00
EC Number:
201-542-2
UNSPSC Code:
12352115
PubChem Substance ID:
Beilstein/REAXYS Number:
747939
MDL number:
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grade

purum

assay

≥95.0% (RT)

reaction suitability

reagent type: oxidant

mp

210-215 °C (dec.) (lit.)

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

Other Notes

Reagent for the dehydrogenation of hydroaromatic compounds; Reagent for the mild cleavage of ether-type protecting groups
This product has been replaced by 35170-ALDRICH | 2,4-Dichloroaniline ≥97.0% (GC)


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A. Oku et al.
Chemistry Letters (Jpn), 165-165 (1993)
K Ganesh et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 92, 46-55 (2012-03-10)
UV-vis, (1)H NMR, FT-IR, mass and fluorescence spectral techniques were employed to investigate the mechanism of interaction of albendazole and trimethoprim with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and to characterize the reaction products. The interaction of DDQ with trimethoprim (TMP) and albenadazole (ALB)
DDQ-catalyzed oxidative C--O coupling of sp³ C--H bonds with carboxylic acids.
Hong Yi et al.
ChemSusChem, 5(11), 2143-2146 (2012-11-07)