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2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ): Comprehensive User Guide
Table of Contents
1. Product Overview & Specifications
Basic Parameters
| Parameter | Value |
|---|---|
| CAS Number | 84-58-2 |
| Molecular Formula | C8Cl2N2O2 |
| Molecular Weight | 227.02 g/mol |
| Appearance | Bright yellow crystalline powder |
| Purity | ≥98% (HPLC) |
| Storage | 2-8°C in dark, dry conditions |
Comparative Analysis
| Feature | DDQ | TCQ | Metal Triflates |
|---|---|---|---|
| Oxidation Strength | High | Moderate | Variable |
| Selectivity | Excellent | Good | Poor |
| Solubility | DCM, THF | Limited | Polar solvents |
| Reaction Temp | 0-40°C | Elevated | Wide range |
2. Key Applications of DDQ
Organic Synthesis Applications
- Dehydrogenation of saturated bonds in steroids
- Removal of oxygen/nitrogen protecting groups
- Oxidative coupling reactions
- Heterocyclic compound synthesis
3. Step-by-Step Usage Protocols
Standard Dehydrogenation Protocol
- Prepare 0.1M substrate solution in anhydrous DCM
- Add 1.2 equivalents DDQ gradually at 0°C
- Stir at room temperature for 4-8 hours
- Quench with saturated NaHCO3
- Purify via flash chromatography
4. Real-World Case Studies
Case 1: Pharmaceutical Intermediate Synthesis
Client: Top 10 Global Pharma Company
Challenge: Low-yield dehydrogenation (58%) using traditional methods
Solution: DDQ-mediated oxidation at 25°C
Result: 92% yield, HPLC purity 99.2%
Case 2: Natural Product Research
Client: University Research Team
Challenge: Selective deprotection of PMB group
Solution: DDQ/CH3CN system
Result: 87% isolated yield with 100% selectivity
5. Technical Inquiry & Support
For technical specifications or bulk orders:
Email: info@vivalr.com
Phone: (86) 15866781826
Request free samples or MSDS documentation
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