Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate
![Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate Structure](CAS/GIF/843-59-4.gif)
- CAS No.
- 843-59-4
- Chemical Name:
- Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate
- Synonyms
- RARECHEM AQ BC 8A10;xobicyclo[2.2.2]octane-1,4-dicarboxylate;IETHYL 2,5-DIOXOBICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLATE;Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate;1,4-diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate;Bicyclo[2.2.2]octane-1,4-dicarboxylic acid, 2,5-dioxo-, 1,4-diethyl ester;Bicyclo[2.2.2]octane-1,4-dicarboxylic acid, 2,5-dioxo-, diethyl ester
- CBNumber:
- CB0170222
- Molecular Formula:
- C14H18O6
- Molecular Weight:
- 282.29
- MDL Number:
- MFCD00213759
- MOL File:
- 843-59-4.mol
- MSDS File:
- SDS
| Melting point | 111 °C |
|---|---|
| Boiling point | 393.0±42.0 °C(Predicted) |
| Density | 1.320±0.06 g/cm3(Predicted) |
| storage temp. | Sealed in dry,Room Temperature |
| Appearance | Off-white to light yellow Solid |
| CAS DataBase Reference | 843-59-4 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H335-H319 |
| Precautionary statements | P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P |
| Hazard Codes | Xi |
| Hazard Note | Irritant |
| HS Code | 2917200090 |
Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate price More Price(29)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Apolloscientific | OR0374 | Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate 95% | 843-59-4 | 100mg | $21 | 2026-06-04 | Buy |
| Apolloscientific | OR0374 | Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate 95% | 843-59-4 | 250mg | $29 | 2026-06-04 | Buy |
| Matrix Scientific | 114731 | Diethyl 2,5-dioxobicyclo-[2.2.2]octane-1,4-dicarboxylate | 843-59-4 | 1.00g | $718 | 2026-05-18 | Buy |
| aablocks | AA0055XN | Diethyl 2,5-Dioxobicyclo[2.2.2]Octane-1,4-Dicarboxylate 98% | 843-59-4 | 1g | $48 | 2026-05-28 | Buy |
| Crysdot | CD13003540 | Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate 95+% | 843-59-4 | 1g | $274 | 2026-05-27 | Buy |
Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate Chemical Properties, Uses, Production
Synthesis
787-07-5
106-93-4
![DIETHYL 2,5-DIOXOBICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLATE](/CAS/GIF/843-59-4.gif)
843-59-4
In a 250 mL four-neck flask equipped with a mechanical stirrer, thermometer, dropping funnel and condenser tube, 9.6 g (0.28 mol) of sodium hydride was suspended in 80 mL of ethylene glycol dimethyl ether. Subsequently, 25.6 g (0.1 mol) of diethyl 2,5-dioxocyclohexane-1,4-dicarboxylate was added successively to the suspension. At 60 °C, 86.8 g (0.46 mol) of 1,2-dibromoethane was slowly added dropwise. After the dropwise addition, the reaction temperature was raised to 90 °C and the reaction was continued with stirring for 20 h. Upon completion of the reaction, the unreacted 1,2-dibromoethane and the ethylene glycol dimethyl ether solvent were removed by distillation under reduced pressure. The residue was dissolved in a large amount of dichloromethane and the remaining solid was adjusted to weak acidity (pH ≈ 5-6) with concentrated hydrochloric acid. Subsequently, extraction with dichloromethane was carried out to combine the organic phases and remove the solvent. The crude product was purified by recrystallization from ethanol to afford diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate in 95% purity and 50% yield.
References
[1] Journal of Medicinal Chemistry, 2011, vol. 54, # 10, p. 3480 - 3491
[2] Journal of the American Chemical Society, 2008, vol. 130, # 24, p. 7659 - 7669
[3] Patent: CN101768074, 2017, B. Location in patent: Paragraph 0005; 0019; 0022
[4] Canadian Journal of Chemistry, 1964, vol. 42, p. 2852 - 2861
[5] Journal of the American Chemical Society, 2011, vol. 133, # 10, p. 3570 - 3581
Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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