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 |
color | Yellow to orange |
Water Solubility | reacts |
Sensitive | Moisture Sensitive |
Merck | 14,3063 |
BRN | 747939 |
InChIKey | HZNVUJQVZSTENZ-UHFFFAOYSA-N |
CAS DataBase Reference | 84-58-2(CAS DataBase Reference) |
NIST Chemistry Reference | 1,4-Cyclohexadiene-1,2-dicarbonitrile, 4,5-dichloro-3,6-dioxo-(84-58-2) |
EPA Substance Registry System | 1,4-Cyclohexadiene-1,2-dicarbonitrile, 4,5-dichloro-3,6-dioxo- (84-58-2) |
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.
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.
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