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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

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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

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.
• An electron-transfer reagent for the synthesis of quinolines from imines and alkynes or alkenes.
• An effective reagent for the benzylic and allylic C−H functionalization.
• An oxidizing agent for the synthesis of functionalized furans and benzofurans.

Packaging

5, 10, 100 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
Supplemental Hazard Statements 
EUH029
RIDADR 
UN 3439 6.1 / PGIII
WGK Germany 
WGK 3
RTECS 
GU4825000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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