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:
InChI key
HZNVUJQVZSTENZ-UHFFFAOYSA-N
InChI
1S/C8Cl2N2O2/c9-5-6(10)8(14)4(2-12)3(1-11)7(5)13
SMILES string
ClC1=C(Cl)C(=O)C(C#N)=C(C#N)C1=O
grade
purum
assay
≥95.0% (RT)
reaction suitability
reagent type: oxidant
mp
210-215 °C (dec.) (lit.)
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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This product has been replaced by 35170-ALDRICH | 2,4-Dichloroaniline ≥97.0% (GC)
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Y. Oikawa et al.
Tetrahedron Letters, 25, 5393-5393 (1984)
Tetrahedron Letters, 25, 5397-5397 (1984)
Casey C Cosner et al.
Organic letters, 13(8), 2071-2073 (2011-03-15)
A practical, chemoselective oxidation of alcohols employing catalytic quantities of DDQ as the oxidant and Mn(OAc)(3) as the co-oxidant is described. Electron-rich benzylic alcohols are oxidized efficiently to their corresponding carbonyls, but less electron-rich benzylic alcohols remain unchanged. Allylic alcohols
Sheri Madhu et al.
Inorganic chemistry, 50(10), 4392-4400 (2011-04-23)
A series of boron dipyrromethene (BODIPY) dyes containing two aldehyde functional groups at the 3 and 5 positions have been synthesized in low-to-decent yields in two steps. In the first step, the meso-aryl dipyrromethanes were treated with POCl(3) in N,N-dimethylformamide
Lei Liu et al.
Organic letters, 12(20), 4686-4689 (2010-09-25)
Several oxidative reactions can be effected with MnO(2) in the presence of substoichiometric quantities of DDQ. These transformations include oxidative cyclization, deprotection, and dehydrogenation reactions. The use of MnO(2) as a terminal oxidant for DDQ-mediated reactions is attractive based on
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