2,3-Dichloro-5,6-dicyano-p-benzoquinone , 98% , 84-58-2
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
PRODUCT Properties
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 |
Description and Uses
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.
Safety
Symbol(GHS) | GHS06 |
Signal word | Danger |
Hazard statements | H301 |
Precautionary statements | P264-P270-P301+P310-P405-P501 |
Hazard Codes | T |
Risk Statements | 25-29-41-37/38-20/21-23/24/25 |
Safety Statements | 22-24/25-37-45-36/37-26-36/37/39 |
RIDADR | UN 3439 6.1/PG 3 |
WGK Germany | 3 |
RTECS | GU4825000 |
F | 21 |
TSCA | Yes |
HazardClass | 6.1 |
PackingGroup | II |
HS Code | 29269095 |