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

Basic Information

View in Editor

CAS Number

843-59-4

Molecular Formula

C14H18O6

Molecular Weight

282.29 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

111 °C

Boiling Point

393.048°C at 760 mmHg

Density

1.321

Flash Point

173.462°C

Refractive Index

1.532

SMILES

View in Editor

CCOC(=O)C12CCC(C(=O)C1)(CC2=O)C(=O)OCC

InChI

InChI=1S/C14H18O6/c1-3-19-11(17)13-5-6-14(8-9(13)15,10(16)7-13)12(18)20-4-2/h3-8H2,1-2H3

InChIKey

ZRMZQKZRZQCGJV-UHFFFAOYSA-N

LogP

0.8111999999999999

Topological Polar Surface Area

86.74000000000001 Å²

Hydrogen Bond Donor/Acceptor

0 / 6

Complexity

438

Safety Information

View Safety Information

Hazard Statement

Synonyms & References

English

Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate
Diethyl 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-, diethyl ester
Diethyl-2,5-dioxobicyclo[2,2,2]octane-1,4-dicarboxylate
NSC176184
diethyl2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate
Maybridge1_005592
Oprea1_490849
Oprea1_397021
DivK1c_001880
HMS557G04

MDL Number

MFCD00213759

Customs Code

2918300090

FAQ

What are the physical and chemical properties of Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate (CAS: 843-59-4)?

Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate (CAS: 843-59-4) is a crystalline compound with a molecular weight of approximately 274.4 g/mol. It has a high solubility in organic solvents like dichloromethane and acetone but is sparingly soluble in water. This compound is known for its reactivity, particularly in esterification reactions and can form hydrogen bonds due to its cyclic structure.

How is Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate (CAS: 843-59-4) typically synthesized?

Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate (CAS: 843-59-4) is commonly synthesized via a multi-step process involving the condensation of 2,5-dibromobicyclo[2.2.2]octane with diethylmalonate. This method typically involves the use of a base like sodium hydride and yields up to 85% of the desired product. The reaction is typically carried out under an inert atmosphere to prevent unwanted side reactions.

What industries use Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate (CAS: 843-59-4)?

Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate (CAS: 843-59-4) is utilized in various industries due to its unique chemical properties. It finds applications in pharmaceuticals for drug synthesis, in polymers as a monomer, and in sensors for its ability to detect specific chemical compounds. Additionally, it is used in semiconductor manufacturing processes for its role in etching and photoresist removal.

What precautions should be taken when handling Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate (CAS: 843-59-4)?

When handling Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate (CAS: 843-59-4), it is essential to wear appropriate personal protective equipment (PPE), including gloves and safety goggles, to prevent skin contact and eye irritation. This compound should be handled in a fume hood to minimize inhalation risks. In case of a spill, use appropriate spill cleanup kits, and consult the Safety Data Sheet (SDS) for detailed instructions on safe handling and disposal.