933-92-6

Basic information

• Product Name: 2-HYDROXY-CYCLOPENTANECARBOXYLIC ACID METHYL ESTER
• Synonyms: 2-HYDROXY-CYCLOPENTANECARBOXYLIC ACID METHYL ESTER;METHYL 2-HYDROXYCYCLOPENTANECARBOXYLATE;3-(7-hydroxy-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)indolin-2-one;Methyl 2-Hydroxycyclopentylcarboxylate;(1R,2S)-rel-2-Hydroxycyclopentanecarboxylic acid methyl ester
• CAS NO: 933-92-6
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.17
• Product Categories: Miscellaneous
• Mol File: 933-92-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 212℃
• Flash Point: 85℃
• Appearance: /
• Density: 1.169
• Vapor Pressure: 0.0395mmHg at 25°C
• Refractive Index: 1.489
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 2-HYDROXY-CYCLOPENTANECARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-CYCLOPENTANECARBOXYLIC ACID METHYL ESTER(933-92-6)
• EPA Substance Registry System: 2-HYDROXY-CYCLOPENTANECARBOXYLIC ACID METHYL ESTER(933-92-6)

Safety Data

• Hazardous Substances Data: 933-92-6(Hazardous Substances Data)

Usage

General Description

2-Hydroxy-cyclopentanecarboxylic acid methyl ester is a chemical compound with the molecular formula C7H12O3. It is an ester of cyclopentanecarboxylic acid, and it contains a hydroxyl group attached to a five-membered cyclopentane ring. 2-HYDROXY-CYCLOPENTANECARBOXYLIC ACID METHYL ESTER is commonly used in the production of pharmaceuticals, flavoring agents, and fragrance chemicals. It is also used in organic synthesis as a building block for more complex organic molecules. 2-Hydroxy-cyclopentanecarboxylic acid methyl ester is a colorless liquid with a sweet, fruity odor, and it is known for its high solubility in various organic solvents. It is important to handle this compound with care and follow proper safety precautions, as it may have harmful effects if not used properly.

InChI:InChI=1/C7H12O3/c1-10-7(9)5-3-2-4-6(5)8/h5-6,8H,2-4H2,1H3

Upstream product

• 186581-53-3 diazomethane 
• 10472-24-9 methyl 2-oxocyclopentane-1-carboxylate 
• 285-67-6 Cyclopentene oxide 
• 64-19-7 acetic acid 

Relevant articles and documents

Enantioselective hydrogenation of β-keto esters catalyzed by P-chiral bis(dialkylphosphino)ethanes-Ru(II)

Asymmetric hydrogenation of keto esters using a BisP*-RuBr2 catalyst is reported. High enantioselectivities up to 98% were achieved in the hydrogenation of β-keto esters.

65. Homogeneous and Heterogeneous Asymmetric Reactions. Part 5. Diastereoselective and Enantioselective Hydrogenation of Cyclic β-Keto Esters on Modified Raney-Nickel Catalysts

The hydrogenations of methyl 2-oxocyclopentanecarboxylate (1), ethyl 2-oxocyclohexanecarboxylate (3), and 2-methylcyclohexanone (5) on unmodified Raney-Ni catalyst lead predominantly to the formation of the cis-hydroxy diastereoisomers of 2, 4, and 6, respectively (Scheme 2).In the asymmetric hydrogenations on catalysts modified with chiral tartaric acid (R,R)-C4H6O6/Raney-Ni and (R,R)-C4H6O6/NaBr/Raney-Ni), the predominance of the cis-isomer increases significantly.The hydrogenations of β-keto esters 1 and 3 proceed with an enantioselectivity of 10-15percent on the modified catalysts, while the similar hydrogenation of 5 yields optically inactive 6.The (1S,2R)-enantiomers of the cis-isomers of 2 and 4 are formed in larger quantity, whereas the (1R,2R)-enantiomers of the corresponding trans-isomers predominate (Scheme 1).The enantioselective formation of trans-2 and trans-4 can be interpreted mainly in terms of the asymmetric hydrogenation of cyclic β-keto esters through the keto form, while that of the corresponding cis-hydroxy esters proceeds through the enol form.