10472-24-9

Basic information

• Product Name: Methyl 2-cyclopentanonecarboxylate
• Synonyms: 2-CARBOMETHOXYCYCLOPENTANONE;2-CARBMETHOXYCYCLOPENTANONE;2-OXOCYCLOPENTANECARBOXYLIC ACID METHYL ESTER;2-METHOXYCARBONYLCYCLOPENTANONE;METHYL CYCLOPENTANONE-2-CARBOXYLATE;METHYL 2-CYCLOPENTANONECARBOXYLATE;METHYL 2-OXOCYCLOPENTANE-1-CARBOXYLATE;METHYL 2-OXOCYCLOPENTANECARBOXYLATE
• CAS NO: 10472-24-9
• Molecular Formula: C₇H₁₀O₃
• Molecular Weight: 142.15
• EINECS: 233-962-7
• Product Categories: BUILDING BLOCKS;Organic acids;(intermediate of loxoprofen);Miscellaneous;fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis;fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, pharmaceutical intermediates;C6 to C7;Carbonyl Compounds;Chemical Synthesis;Esters;Organic Building Blocks;Tetrazoles
• Mol File: 10472-24-9.mol
• Article Data: 32

Chemical Properties

• Melting Point: 123-125 °C
• Boiling Point: 105 °C19 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to slight yellow/Liquid
• Density: 1.145 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.2mmHg at 25°C
• Refractive Index: n20/D 1.456(lit.)
• Storage Temp.: 2-8°C
• Solubility: Chloroform, Ethyl Acetate
• PKA: 12.00±0.20(Predicted)
• BRN: 971717
• CAS DataBase Reference: Methyl 2-cyclopentanonecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-cyclopentanonecarboxylate(10472-24-9)
• EPA Substance Registry System: Methyl 2-cyclopentanonecarboxylate(10472-24-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-10
• Safety Statements: 23-24/25-36-26
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 10472-24-9(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless to slight yellowish liquid

Uses

Methyl 2-Cyclopentanonecarboxylate is used in the synthesis of functionalized ketones.

General Description

Kinetics of complexation of methyl 2-oxocyclopentanecarboxylate with Cr(III) in aqueous solution has been investigated.

InChI:InChI=1/C7H10O3/c1-10-7(9)5-3-2-4-6(5)8/h5H,2-4H2,1H3/t5-/m0/s1

Upstream product

• 186581-53-3 diazomethane 
• 67-56-1 methanol 
• 3491-01-8 2-carbonylcyclopentanone 
• 554-12-1 propanoic acid methyl ester 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 97097-57-9 methyl 2-acetoxy-1-(3-methylbut-2-enyl)cyclopent-2-enecarboxylate 
• 124-38-9 carbon dioxide 
• 120-92-3 cyclopentanone 
• 77-78-1 dimethyl sulfate 
• 616-38-6 carbonic acid dimethyl ester 
• 74-88-4 methyl iodide 
• 124-04-9 Adipic acid 
• 17640-15-2 methyl cyanoformate 
• 97097-55-7 methyl 1-(3-methylbut-2-enyl)-2-oxocyclopentanecarboxylate 

Downstream Products

• 2867-63-2 2-benzylcyclopentanone 
• 57772-75-5 2,2-dibenzylcyclopentanone 
• 95431-53-1 2-(2,2-Dibenzoyl-ethyl)-cyclopentanon-carbonsaeure-⁽²⁾-methylester 
• 30680-84-3 methyl 1-methyl-2-oxocyclopentane-1-carboxylate 
• 258823-01-7 Methyl-2-oxo-1-(phenyl-thio)cyclo-pentan-carboxylat 
• 39858-70-3 2-cyclohexylcyclopentanone 
• 96172-96-2 1-(2-Methoxycarbonyl-cyclopentanoyl-⁽²⁾)-2-phenyl-propiophenon 
• 60424-97-7 methyl 1-(3-methylbenzyl)-2-oxocyclopentanecarboxylate 
• 25816-40-4 methyl 2-(1-piperidinyl) 1-cyclopentenecarboxylate 
• 143391-50-8 2-[(4-Chloro-benzoyl)-hydrazono]-cyclopentanecarboxylic acid methyl ester 
• 2799-86-2 N-benzyl-2-oxocyclopentane-1-carboxamide 
• 105679-13-8 2-(2-Hydroxy-2-phenyl-ethylamino)-cyclopent-1-enecarboxylic acid methyl ester 
• 85335-88-2 dimethyl 2-(2-(phenylthio)-2-butenyl)adipate 
• 61777-25-1 methyl 1-butyl-2-oxocyclopentane-1-carboxylate 

Relevant articles and documents

Oxidative Cyclization of Dicarboxylate Dienolates as a New Cyclization Method

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Synthesis of dimethyl adipate from cyclopentanone and dimethyl carbonate over solid base catalysts

A facile route for the synthesis of dimethyl adipate (DAP) from cyclopentanone and dimethyl carbonate (DMC) in the presence of solid base catalysts has been developed. It was found that the intermediate carbomethoxycyclopentanone (CMCP) was produced from cyclopentanone with DMC in the first step, and then CMCP was further converted to DAP by reacting with a methoxide group. The role of the basic catalysts can be mainly ascribed to the activation of cyclopentanone via the abstraction of a proton in the α-position by base sites, and solid bases with moderate strength, such as MgO, favor the formation of DAP.

The profound effect of the ring size in the electrocyclic opening of cyclobutene-fused bicyclic systems

Fused cyclobutenes, prepared by the photocycloaddition of propargyl alcohols to cyclic anhydride chromophores, undergo facile thermochemical ring opening to fused γ-lactones. The size of the fused ring profoundly influences the temperature that is required to facilitate the ring opening (from 50°C to 180°C) and the nature of the product that is formed. Our studies provide new insights into the mechanistic course of these reactions and have been extended to facilitate the preparation of lactams fused to medium-sized rings.

Catalytic TMSCl promoted powerful aldol addition and Claisen condensation mediated by TiCl4/Bu3N agent: Comparison and evaluation with the Mukaiyama aldol addition

TMSCl catalyst (0.05 equiv) significantly promoted the TiCl4/Bu3N-mediated direct cross aldol additions of sterically crowded ketones and α-hetero substituted ketones, and also the direct Claisen condensation between methyl esters.

A substituted phenylacetic acid derivatives (by machine translation)

The invention belongs to the field of drug synthesis, relates to a substituted phenylacetic acid derivatives, in particular to the preparation of 2 - [4 - (2 - methyl oxygen fifth heavenly stem) hydrocinnamic acid] preparation method. If nitrile alkylation reaction include alkylation reaction, reaction or ester alkyl [...] reaction to prepare the intermediate type II - 2 or type II - 2' compound, After the hydrolytic reaction or oxidation reaction preparation to obtain the product. The invention relates to the alkylation reaction without additional solvent, is a more industrialization of the advantages of the line. (by machine translation)

Synthesis method of 2-methyl oxycyclopentane carboxylate

The invention discloses a synthesis method of 2-methyl oxycyclopentane carboxylate. Dimethyl adipate used as a main raw material reacts with alkaline for intramolecular cyclization, and then methanolis eliminated for one minute to obtain a target compound. The whole synthesis process simplifies the operation, and produces a relatively small amount of wastewater. According to the synthesis method,the condensation reaction and the elimination reaction are completed by only one type of alkali, so that the number of material varieties is reduced, and the operation efficiency is improved. No prohibited chemicals such as samarium diiodide and mercury are used in the synthesis method; no strong alkali such as butyl lithium is used either; ultralow temperature is not required, so that the production cost is reduced; and in a word, the synthesis method disclosed by the invention has the following characteristics of mild reaction conditions, simple technological operation, environmental friendliness, low cost and high yield.