Description
D60400 Sigma-Aldrich
2,3-Dichloro-5,6-dicyano-p-benzoquinone
98%
Synonym: 4,5-Dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-dicarbonitrile, DDQ
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CAS Number 84-58-2
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Empirical Formula (Hill Notation) C8Cl2N2O2
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Molecular Weight 227.00
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Beilstein/REAXYS Number 747939
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EC Number 201-542-2
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MDL number MFCD00001593
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PubChem Substance ID 24893996
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NACRES NA.22
Description
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.[5]
• An electron-transfer reagent for the synthesis of quinolines from imines and alkynes or alkenes.[6]
• An effective reagent for the benzylic and allylic C−H functionalization.[7]
• An oxidizing agent for the synthesis of functionalized furans and benzofurans.[8]
Packaging
5, 10, 100 g in glass bottle
Properties
Related Categories | Chemical Synthesis, Other Oxidizing Agents, Oxidizing Agents, Synthetic Reagents |
Quality Level | 200 |
assay | 98% |
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 |