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

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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

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Safety

Hazard Codes: Xi
Hazard Note: Irritant
HS Code: 2917200090

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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.

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N-Bromosuccinimide Price

Biosynth Carbosynth

Product number: FD147663
Product name: Diethyl2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate
Packaging: 250mg
Price: $62.5
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD147663
Product name: Diethyl2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate
Packaging: 500mg
Price: $110
Updated: 2021/12/16

SynQuest Laboratories

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

Activate Scientific

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

Biosynth Carbosynth

Product number: FD147663
Product name: Diethyl2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate
Packaging: 1g
Price: $191
Updated: 2021/12/16

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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

Preparation Products

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DIETHYL 2,5-DIOXOBICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLATE Suppliers

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843-59-4, DIETHYL 2,5-DIOXOBICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLATERelated Search:

4-HYDROXYMETHYL-1-CYCLOHEXANECARBOXYLIC ACID CIS-4-(HYDROXYMETHYL)CYCLOHEXANECARBOXYLIC ACID 3-OXO-1-CYCLOHEXANECARBOXYLIC ACID 96 Bicyclo[2.2.2]Octane-1,4-Dicarboxylic Acid BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER 2,5-dioxo-1,4-cyclohexanedicarboxylic acid dimethyl ester DIETHYL 2,5-DIOXOBICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLATE Ethyl 2-oxocyclohexanecarboxylate ETHYL 2,2-DIETHYLBUTYRATE Ethyl 2-acetylhexanoate DIMETHYL 3-OXOADIPATE ETHYL 2,2-DIETHYLACETOACETATE Diethyl succinosuccinate ETHYL 5-METHYL-4-OXOHEXANOATE 2-OXOCYCLOHEXANECARBOXYLICACID 5,5-DIMETHYL-4-OXOHEXANOIC ACID 2-ETHYL-2-METHYLACETOACETIC ACID ETHYL ESTER 2,2-DIMETHYL-ACETOACETIC ACID ETHYL ESTER

RARECHEM AQ BC 8A10

Bicyclo[2.2.2]octane-1,4-dicarboxylic acid, 2,5-dioxo-, diethyl ester

IETHYL 2,5-DIOXOBICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLATE

1,4-diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate

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

xobicyclo[2.2.2]octane-1,4-dicarboxylate

843-59-4

chiral