Diethyl 2-cyclopenten-1-ylmalonate

Base Information

• Chemical Name: Diethyl 2-cyclopenten-1-ylmalonate
• CAS No.: 53608-93-8
• Molecular Formula: C12H18O4
• Molecular Weight: 226.273
• European Community (EC) Number: 258-661-8
• NSC Number: 59851
• DSSTox Substance ID: DTXSID901180220
• Nikkaji Number: J22.878H
• Mol file: 53608-93-8.mol

Synonyms:53608-93-8;Diethyl 2-cyclopenten-1-ylmalonate;diethyl 2-cyclopent-2-en-1-ylpropanedioate;diethyl 2-(2-cyclopenten-1-yl)malonate;diethyl 2-(cyclopent-2-en-1-yl)malonate;EINECS 258-661-8;AI3-04991;NSC59851;SCHEMBL5859549;DTXSID901180220;NSC 59851;NSC-59851;AKOS024323005;FT-0659052;2-(2-Cyclopentenyl)malonic acid diethyl ester;Propanedioic acid, 2-cyclopenten-1-yl-, diethyl ester;2-(1-cyclopent-2-enyl)-propanedioic acid diethyl ester;Propanedioic acid, 2-(2-cyclopenten-1-yl)-, 1,3-diethyl ester

Chemical Property of Diethyl 2-cyclopenten-1-ylmalonate

Chemical Property:

• Vapor Pressure: 0.00485mmHg at 25°C
• Refractive Index: 1.4536 (estimate)
• Boiling Point: 276.3°Cat760mmHg
• Flash Point: 127.4°C
• PSA: 52.60000
• Density: 1.092g/cm³
• LogP: 1.69500
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 226.12050905
• Heavy Atom Count: 16
• Complexity: 265

Purity/Quality:

98%min ^*data from raw suppliers

2-Cyclopent-2-enyl-malonicAcidDiethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C1CCC=C1)C(=O)OCC

Technology Process of Diethyl 2-cyclopenten-1-ylmalonate

There total 7 articles about Diethyl 2-cyclopenten-1-ylmalonate 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:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → diethyl 2-(cyclopenten-1-yl)propane-1,3-dioate (53608-93-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen chloride

With hydrogenchloride;

Reference yield:

sodium diethylmalonate (996-82-7,34727-00-9,73177-21-6) + 2-cyclopenten-1-yl chloride (96-40-2) → diethyl 2-(cyclopenten-1-yl)propane-1,3-dioate (53608-93-8)

Guidance literature:

With ethanol;

Reference yield:

endo-Dicyclopentadien (1755-01-7,25038-78-2) → diethyl 2-(cyclopenten-1-yl)propane-1,3-dioate (53608-93-8)

Guidance literature:

Multi-step reaction with 3 steps

1: iron turnings / durch Destillation

2: hydrogen chloride

With hydrogenchloride; iron;

upstream raw materials:

sodium diethylmalonate

2-cyclopenten-1-yl chloride

cyclopenta-1,3-diene

diethyl malonate

Downstream raw materials:

diethyl 2-cyclopentylmalonate

(cyclopent-2-eneyl)acetic acid

2-cyclopentylacetic acid

2-(2-cyclopenten-1-yl)propionic acid

Refernces

• 1、 Blond, Alain,Platzer, Nicole,Guy, Alain,Dhotel, Helene,Serva, Laurence. "Intramolecular Diels-Alder reaction of cyclenic trienes: Stereoselectivity and NMR structure determination". . p. 283 - 293. Retrieved 2007/10/03.