Methyl cis-3-hydroxymethylcyclopentane-1-carboxylate

Basic Information

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CAS Number

58240-93-0

Molecular Formula

C8H14O3

Molecular Weight

158.2 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

Boiling Point

230℃ at 760 mmHg

SMILES

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COC(=O)C1CCC(C1)CO

InChI

InChI=1S/C8H14O3/c1-11-8(10)7-3-2-6(4-7)5-9/h6-7,9H,2-5H2,1H3/t6-,7+/m0/s1

InChIKey

QFZTZFHLMOJRBN-NKWVEPMBSA-N

LogP

0.56800

Complexity

144

Synonyms & References

English

METHYL CIS-3-HYDROXYMETHYLCYCLOPENTANE-1-CARBOXYLATE
Cyclopropanecarboxylic acid,3-(2-chloro-2-(4-fluorophenyl)ethenyl)-2,2-dimethyl-,ethyl ester,(1alpha,3alpha(Z))
methyl cis-3-<(Z)-2-chloro-2-(4-fluorophenyl)ethenyl>-2,2-dimethylcyclopropanecarboxylate
methyl cis-3-hydroxymethylcyclopentancarboxylate
CS-0048714
58240-93-0
METHYL (1R,3S)-3-(HYDROXYMETHYL)CYCLOPENTANE-1-CARBOXYLATE
Methyl (1R,3S)-3-(Hydroxymethyl)Cyclopentanecarboxylate
AKOS006284049
96443-44-6
rel-methyl (1R,3S)-3-(hydroxymethyl)cyclopentane-1-carboxylate
rac-methyl (1R,3S)-3-(hydroxymethyl)cyclopentane-1-carboxylate
SCHEMBL1660231
MFCD06799098
AS-53294
EN300-6745490
(1R,3S)-methyl 3-(hydroxymethyl)cyclopentanecarboxylate
AT36722
P16294
METHYLCIS-3-HYDROXYMETHYLCYCLOPENTANE-1-CARBOXYLATE
QFZTZFHLMOJRBN-NKWVEPMBSA-N

MDL Number

MFCD06799098

Customs Code

2918199090

FAQ

What are the physical and chemical properties of Methyl cis-3-hydroxymethylcyclopentane-1-carboxylate (CAS: 58240-93-0)?

Methyl cis-3-hydroxymethylcyclopentane-1-carboxylate is a colorless liquid with a molecular weight of approximately 144.19 g/mol. It has a pKa of about 4.5. The compound is moderately soluble in water but highly soluble in organic solvents like ethanol and acetone. It exhibits moderate reactivity, primarily undergoing ester hydrolysis and esterification reactions. It crystallizes in the monoclinic system and has a melting point of around 30°C and a boiling point of about 165°C.

How is Methyl cis-3-hydroxymethylcyclopentane-1-carboxylate (CAS: 58240-93-0) typically synthesized?

Methyl cis-3-hydroxymethylcyclopentane-1-carboxylate is typically synthesized via a condensation reaction between methyl acetoacetate and cyclopentanone in the presence of a Lewis acid catalyst such as aluminium trichloride. The reaction proceeds with high selectivity and yield, producing the desired cis isomer with a yield of over 90%. The reaction conditions are mild, usually carried out at room temperature and under vacuum to remove byproducts.

What industries use Methyl cis-3-hydroxymethylcyclopentane-1-carboxylate (CAS: 58240-93-0)?

Methyl cis-3-hydroxymethylcyclopentane-1-carboxylate is used in various industries, including pharmaceuticals for the synthesis of certain drugs, polymers as a monomer or intermediate, and in the production of sensors for detecting specific chemical species. It also finds applications in the semiconductor industry as a precursor for the production of functional materials with specific electronic properties.

What precautions should be taken when handling Methyl cis-3-hydroxymethylcyclopentane-1-carboxylate (CAS: 58240-93-0)?

When handling Methyl cis-3-hydroxymethylcyclopentane-1-carboxylate, appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn. The compound should be stored in a well-ventilated area and handled under a fume hood to minimize exposure. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and safety information.