DIETHYL 2,5-DIOXOBICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLATE
- Product Name
- DIETHYL 2,5-DIOXOBICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLATE
- 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
- Formula Weight
- 282.29
- MOL File
- 843-59-4.mol
DIETHYL 2,5-DIOXOBICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLATE Property
- 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
- Hazard Codes
- Xi
- Hazard Note
- Irritant
- HS Code
- 2917200090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- FD147663
- Product name
- Diethyl2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate
- Packaging
- 250mg
- Price
- $62.5
- Updated
- 2021/12/16
- Product number
- FD147663
- Product name
- Diethyl2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate
- Packaging
- 500mg
- Price
- $110
- Updated
- 2021/12/16
- Product number
- 2229-1-X8
- Product name
- Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate
- Purity
- 95.0%
- Packaging
- 1g
- Price
- $112
- Updated
- 2021/12/16
- Product number
- AS36819
- Product name
- Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $180
- Updated
- 2021/12/16
- Product number
- FD147663
- Product name
- Diethyl2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate
- Packaging
- 1g
- Price
- $191
- Updated
- 2021/12/16
DIETHYL 2,5-DIOXOBICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLATE Chemical Properties,Usage,Production
Synthesis
787-07-5
106-93-4
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
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