18928-91-1

Basic information

• Product Name: Diethyl cyclopentylmalonate
• Synonyms: Diethylcyclopentylpropanedioate;DIETHYL CYCLOPENTYLMALONATE;CYCLOPENTYLMALONIC ACID DIETHYL ESTER;cyclopentylmalonicaciddiethylester95+%;2-Cyclopentylmalonic acid diethyl ester;Nsc67358;Cyclopentyl-Diethyl;diethyl 2-cyclopentylmalonate
• CAS NO: 18928-91-1
• Molecular Formula: C₁₂H₂₀O₄
• Molecular Weight: 228.28
• Mol File: 18928-91-1.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 138 °C / 13mmHg
• Flash Point: 127.6°C
• Appearance: /
• Density: 1,03 g/cm3
• Vapor Pressure: 0.00441mmHg at 25°C
• Refractive Index: 1.4430-1.4450
• CAS DataBase Reference: Diethyl cyclopentylmalonate(CAS DataBase Reference)
• NIST Chemistry Reference: Diethyl cyclopentylmalonate(18928-91-1)
• EPA Substance Registry System: Diethyl cyclopentylmalonate(18928-91-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 18928-91-1(Hazardous Substances Data)

Usage

General Description

Diethyl cyclopentylmalonate is a chemical compound often used as a reagent or intermediate in organic synthesis, particularly in the production of pharmaceuticals. It is a stable, non-hazardous compound that appears as a pale yellow liquid. Its chemical formula is C13H20O4. This chemical features two ester functional groups, which are the foundation behind many essential chemical reactions, including polymerization and condensation. Handling and storage typically require industry-standard procedures for organic compounds. Like many esters, Diethyl cyclopentylmalonate may have a somewhat fruity odor.

InChI:InChI=1/C12H20O4/c1-3-15-11(13)10(12(14)16-4-2)9-7-5-6-8-9/h9-10H,3-8H2,1-2H3

Upstream product

• 53608-93-8 diethyl 2-(cyclopenten-1-yl)propane-1,3-dioate 
• 17247-58-4 (Bromomethyl)cyclobutane 
• 105-53-3 diethyl malonate 
• 41589-42-8 2-cyclopentylidenemalonic acid diethyl ester 
• 18322-54-8 ethyl cyclopentylacetate 
• 623-49-4 ethyl cyanoformate 
• 1556-18-9 cyclopentyl iodide 
• 120-92-3 cyclopentanone 
• 137-43-9 Cyclopentyl bromide 
• 996-82-7 sodium diethylmalonate 

Downstream Products

• 101112-75-8 5-cyclopentyl-1-phenyl-barbituric acid 
• 5660-81-1 2-cyclopentylpropanedioic acid 
• 5305-07-7 4-cyclopentyl-2-phenyl-isoxazolidine-3,5-dione 
• 291773-88-1 2-benzyl-2,3-diazaspiro[4.4]nonane-1,4-dione 
• 291773-87-0 2-(p-tolyl)-2,3-diazaspiro[4.4]nonane-1,4-dione 
• 1217864-49-7 3-(2-bromophenyl)-2-cyclopentylpropionic acid 
• 1217864-53-3 2-cyclopentyl-4-phenylindan-1-one 
• 1217864-55-5 bis(2-cyclopentyl-4-phenyl-1H-inden-1-yl)dimethylsilane 
• 1217864-47-5 2-cyclopentyl-7-phenylindene 

Relevant articles and documents

A Unified and Desymmetric Approach to Chiral Tertiary Alkyl Halides

Enantioenriched tertiary alkyl halides are prevalent in bioactive molecules and can serve as versatile synthetic intermediates to construct complex structures. While conventional access to these motifs often hinges on stereoselective carbon-halogen or carbon-carbon bond formation reactions, desymmetric approaches using halogenated and prochiral tetrasubstituted carbons are largely elusive in comparison. Here, we report that a suite of dinuclear zinc catalysts with a prolinol- or pipecolinol-derived tetradentate ligand can reductively desymmetrize a large collection of easily available halomalonic esters to α-halo-β-hydroxyesters. These polyfunctionalized tertiary alkyl fluorides, chlorides, and bromides proved to be useful intermediates toward fluorinated drug analogs and polyhalogenated monoterpenes. The facile intramolecular epoxidation of the chiral chloride and bromide products has also enabled expeditious access to natural products containing tertiary alcohol motifs.

Chiral compound, liquid crystal composition containing the chiral compound, optically anisotropic body, and liquid crystal display device

The invention discloses a chiral compound, a liquid crystal composition containing the chiral compound, an optical anisotropic body and a liquid crystal display device. The structural formula of the chiral compound is shown as the following formula I, and

Computational and experimental studies on copper-mediated selective cascade C-H/N-H annulation of electron-deficient acrylamide with arynes

An efficient and convenient copper-mediated method has been developed to achieve direct cascade C-H/N-H annulation to synthesize 2-quinolinones from electron-deficient acrylamides and arynes. This method highlights an emerging but simple strategy to transform inert C-H bonds into versatile functional groups in organic synthesis to provide a new method of synthesizing 2-quinolinones efficiently. Mechanistic investigations by experimental and density functional theory (DFT) studies suggest that an organometallic C-H activation via a Cu(iii) intermediate is likely to be involved in the reaction.