Diethyl 3-hydroxy-1,1-cyclobutanedicarboxylate

Basic Information

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CAS Number

99974-66-0

Molecular Formula

C10H16O5

Molecular Weight

216.23 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Physical Properties

SMILES

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CCOC(=O)C1(CC(C1)O)C(=O)OCC

InChI

InChI=1S/C10H16O5/c1-3-14-8(12)10(5-7(11)6-10)9(13)15-4-2/h7,11H,3-6H2,1-2H3

InChIKey

HCVGFHCQRXXAGH-UHFFFAOYSA-N

LogP

0.2537000000000001

Topological Polar Surface Area

72.83 Å²

Hydrogen Bond Donor/Acceptor

1 / 5

Complexity

235

Synonyms & References

English

3-Hydroxy-cyclobutane-1,1-dicarboxylic acid diethyl ester
A858401
99974-66-0
DTXSID50563392
CS-0139607
HCVGFHCQRXXAGH-UHFFFAOYSA-N
SY033766
Diethyl3-hydroxycyclobutane-1,1-dicarboxylate
1,1-Cyclobutanedicarboxylic acid, 3-hydroxy-, 1,1-diethyl ester
AKOS015150335
3-hydroxycyclobutane-1,1-dicarboxylic acid diethyl ester
FT-0688711
DS-13138
MFCD11878435
diethyl 3-hydroxy-1,1-cyclobutanedicarboxylate
Diethyl 3-hydroxycyclobutane-1,1-dicarboxylate
SCHEMBL1962459
1,1-Cyclobutanedicarboxylic acid, 3-hydroxy-, diethyl ester
AX8223645
W9889
ST24024730
1,1-diethyl 3-hydroxycyclobutane-1,1-dicarboxylate
3-hydroxycyclobutane-1,1-dicarboxylic acid diethyl est

MDL Number

MFCD11878435

FAQ

What are the physical and chemical properties of Diethyl 3-hydroxy-1,1-cyclobutanedicarboxylate (CAS: 99974-66-0)?

Diethyl 3-hydroxy-1,1-cyclobutanedicarboxylate is a crystalline solid at room temperature with a molecular weight of approximately 188.2 g/mol. It has a low solubility in water but is soluble in common organic solvents like ethanol and acetone. Chemically, it is reactive towards nucleophiles and can undergo esterification and ester exchange reactions. It is typically stable under normal storage conditions, but it may decompose under strong acidic or basic conditions.

How is Diethyl 3-hydroxy-1,1-cyclobutanedicarboxylate (CAS: 99974-66-0) typically synthesized?

Diethyl 3-hydroxy-1,1-cyclobutanedicarboxylate can be synthesized via the condensation of 3-hydroxy-1,1-cyclobutanedicarboxylic acid with diethyl malonate in the presence of a base like sodium hydride. The reaction is typically carried out in anhydrous dimethylformamide (DMF) at room temperature. The yield is usually around 85%, and the reaction is highly selective, producing a pure diester product.

What industries use Diethyl 3-hydroxy-1,1-cyclobutanedicarboxylate (CAS: 99974-66-0)?

Diethyl 3-hydroxy-1,1-cyclobutanedicarboxylate is used in various industries, including pharmaceuticals, where it serves as a precursor for the synthesis of certain drugs. It is also utilized in the polymer industry for modifying properties of polymers and in the production of sensors and semiconductors due to its unique chemical structure.

What precautions should be taken when handling Diethyl 3-hydroxy-1,1-cyclobutanedicarboxylate (CAS: 99974-66-0)?

When handling Diethyl 3-hydroxy-1,1-cyclobutanedicarboxylate, chemical gloves and safety glasses should be worn to protect against skin contact and eye irritation. Work should be conducted in a well-ventilated area or inside a fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate personal protective equipment, and the area should be flushed with water. Always consult the Safety Data Sheet (SDS) for detailed emergency procedures and storage recommendations.