2,3-Dichloro-5,6-dicyano-p-benzoquinone (10g)

SKU:
D60400-10G
  • $53.60

    • 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

    • CAS Number 84-58-2

       

    • Empirical Formula (Hill Notation) C8Cl2N2O2

       

    • Molecular Weight 227.00

       

    •  Beilstein/REAXYS Number 747939

       

    •  EC Number 201-542-2

       

    •  MDL number MFCD00001593

       

    •  PubChem Substance ID 24893996

       

    •  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