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HomeProduct name list2,3-Dichloro-5,6-dicyano-1,4-benzoquinone

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone

Synonym(s):4,5-Dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-dicarbonitrile;DDQ

  • CAS NO.:84-58-2
  • Empirical Formula: C8Cl2N2O2
  • Molecular Weight: 227
  • MDL number: MFCD00001593
  • EINECS: 201-542-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-11-16 09:24:38
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Structural Picture

What is 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone?

Description

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) has a variety of applications. DDQ is a deprotection agent for ketals, acetals, and thioacetals. It is a useful electron transfer reagent for synthesis of quinolones and an oxidizing agent used to synthesize steroids. Additionally, DDQ is used with Ph3P to synthesize 1,2-benzisoxazoles.

Description

DDQ is a mild oxidizing agent useful mainly for dehydrogenation reactions.

The Uses of 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone

An oxidizing agent, especially in steroid synthesis.
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone is used as a reagent for oxidative couplings and cyclization reactions and dehydrogenation of alcohols, phenols and steroid ketones. It is also used in the synthesis of 1,2-benzisoxazoles. It is a useful electron-transfer reagent for synthesis of quinolines from imines and alkynes or alkenes.

Properties of 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone

Melting point: 210-215 °C (dec.)(lit.)
Boiling point: 301.8±42.0 °C(Predicted)
Density  1.7500 (estimate)
storage temp.  Store below +30°C.
solubility  Soluble in benzene, methanol, acetic acid and dioxane.Slightly soluble in chloroform,, dichloromethane.
form  Crystalline Powder or Crystals
appearance Yellow to orange powder
color  Yellow to orange
Water Solubility  reacts
Sensitive  Moisture Sensitive

Safety information for 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone

Signal word Danger
Pictogram(s)

Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P405:Store locked up.
P501:Dispose of contents/container to..…

Computed Descriptors for 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone

InChIKey HZNVUJQVZSTENZ-UHFFFAOYSA-N

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