Dimethyl Cyclopentylmalonate

Base Information

• Chemical Name: Dimethyl Cyclopentylmalonate
• CAS No.: 82491-60-9
• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.235
• Hs Code.: 2917209090
• DSSTox Substance ID: DTXSID20564472
• Nikkaji Number: J2.637.870B
• Wikidata: Q72469720
• Mol file: 82491-60-9.mol

Synonyms:Dimethyl Cyclopentylmalonate;82491-60-9;Dimethyl 2-cyclopentylmalonate;Cyclopentylmalonic Acid Dimethyl Ester;dimethyl 2-cyclopentylpropanedioate;1,3-dimethyl 2-cyclopentylpropanedioate;Propanedioic acid, cyclopentyl-, dimethyl ester;SCHEMBL4491334;Dimethyl cyclopentylpropanedioate;DTXSID20564472;MFCD03844781;AKOS016347296;2-Cyclopentyl-malonic aciddimethyl ester;AS-30536;C1621;CS-0187374;EN300-126930

Chemical Property of Dimethyl Cyclopentylmalonate

Chemical Property:

• Vapor Pressure: 0.0371mmHg at 25°C
• Refractive Index: 1.4480-1.4510
• Boiling Point: 240.9°C at 760 mmHg
• Flash Point: 109.9°C
• PSA: 52.60000
• Density: 1,09 g/cm3
• LogP: 1.13880
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 200.10485899
• Heavy Atom Count: 14
• Complexity: 202

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dimethyl Cyclopentylmalonate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(C1CCCC1)C(=O)OC

Technology Process of Dimethyl Cyclopentylmalonate

There total 4 articles about Dimethyl Cyclopentylmalonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

2-(5-Bromo-pentylidene)-malonic acid dimethyl ester (79917-28-5) → dimethyl 2-cyclopentylmalonate (82491-60-9)

Guidance literature:

In N,N-dimethyl-formamide; Ambient temperature; -1.85 V (SCE), n-Bu₄NBr;

DOI:10.1016/S0040-4039(00)87098-7

Reference yield:

Cyclopentyl bromide (137-43-9) + malonic acid dimethyl ester (108-59-8) → dimethyl 2-cyclopentylmalonate (82491-60-9)

Guidance literature:

malonic acid dimethyl ester; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.25h; Cooling with ice;

Cyclopentyl bromide; In tetrahydrofuran; for 16h; Reflux;

Reference yield:

dimethyl 2-cyclopentylidenemalonate → dimethyl 2-cyclopentylmalonate (82491-60-9) + dimethyl (5-methoxycyclopent-1-enyl)malonate

Guidance literature:

With sodium iodide; In methanol; at 60 ℃; electrochemical conditions;

DOI:10.1016/0040-4020(95)98700-R

upstream raw materials:

2-(5-Bromo-pentylidene)-malonic acid dimethyl ester

methanol

Cyclopentyl bromide

malonic acid dimethyl ester

Downstream raw materials:

3-tert-Butyl-cyclopentanone

2-tert-butylcyclopentanone

1-tert-butyl-cyclopentanol

tert-butylcyclopentane

Refernces

• 1、 Elinson, Michail N.,Feducovich, Sergey K.,Zakharenkov, Alexandre A.,Ugrak, Bogdan I.,Nikishin, Gennady I.,et al.. "Electrochemical Cyclodimerization of Alkylidenemalonates". . p. 5035 - 5046. Retrieved 2007/10/02.