Ethyl cyclopropanecarboxylate

Base Information

• Chemical Name: Ethyl cyclopropanecarboxylate
• CAS No.: 4606-07-9
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 29162000
• European Community (EC) Number: 225-010-4
• NSC Number: 60696
• DSSTox Substance ID: DTXSID90196704
• Nikkaji Number: J149.988B
• Wikidata: Q72474101
• Mol file: 4606-07-9.mol

Synonyms:Ethyl cyclopropanecarboxylate;4606-07-9;Ethyl cyclopropylcarboxylate;Cyclopropanecarboxylic acid ethyl ester;Ethylcyclopropanecarboxylate;Ethyl cyclopropane carboxylate;Cyclopropanecarboxylic acid, ethyl ester;MFCD00001282;Ethyl cylopropylcarboxylate;SCHEMBL4221;Ethylcyclopropane carboxylate;LDDOSDVZPSGLFZ-UHFFFAOYSA-;AMY3988;DTXSID90196704;Ethyl cyclopropanecarboxylate, 99%;NSC60696;EINECS 225-010-4;NSC 60696;NSC-60696;AKOS005256984;Cyclopropanecarboxylic acid,ethyl ester;FD10459;AC-14440;AS-10785;C1060;CS-0151642;FT-0624284;FT-0668213;EN300-140035;A826979;W-106103;FMOC-(R)-3-AMINO-(6-PHENYL)-5-HEXENOICACID

Chemical Property of Ethyl cyclopropanecarboxylate

Chemical Property:

• Appearance/Colour: clear pale yellow liquid
• Vapor Pressure: 8.25mmHg at 25°C
• Refractive Index: n20/D 1.420(lit.)
• Boiling Point: 134 °C at 760 mmHg
• Flash Point: 29.7 °C
• PSA: 26.30000
• Density: 1.063 g/cm³
• LogP: 0.95950
• Storage Temp.: Flammables area
• Water Solubility.: immiscible
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 94.7

Purity/Quality:

99% ^*data from raw suppliers

EthylCyclopropylcarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 11
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1CC1
• Uses: Ethyl cyclopropanecarboxylate is a reagent used in the addition of cyclopropane. Ethyl cyclopropanecarboxylate is a reagent used in the addition of cyclopropane. It acts as annulation reagent for the conversion of aromatics to 2-methylindanones under Friedel-Crafts conditions.

Technology Process of Ethyl cyclopropanecarboxylate

There total 29 articles about Ethyl cyclopropanecarboxylate 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: 98.0%

cyclopropanecarboxylic acid (1759-53-1) → ethyl cyclopropylcarboxylate (4606-07-9)

Guidance literature:

With sulfuric acid; In ethanol;

Reference yield: 82.0%

ethyl α,γ-dichlorobutyrate (77100-87-9) → ethyl cyclopropylcarboxylate (4606-07-9)

Guidance literature:

With tetraethylammonium tosylate; In dimethyl sulfoxide; electrolysis;

DOI:10.1039/c39830001446

Reference yield: 68.0%

Ethyl 4-bromobutyrate (2969-81-5) → ethyl 4-hydroxybutanoate (999-10-0) + ethyl cyclopropylcarboxylate (4606-07-9)

Guidance literature:

With oxygen; tetraethylammonium perchlorate; In N,N-dimethyl-formamide; at 20 ℃; electroreduction at -1.1 V;

upstream raw materials:

4-chloro-butyric acid ethyl ester

3-Bromo-2-bromomethyl-propionic acid ethyl ester

ethanol

cyclopropanecarboxylic acid chloride

Downstream raw materials:

9-benzyl-2-cyclopropyl-9H-purin-6-ol

Dicyclopropylaethandion

4-iodobutanoic acid

ethyl 4-iodobutyrate

Refernces

• 1、 Rull, Silvia G.,Olmos, Andrea,Pérez, Pedro J.. "Gold-catalyzed ethylene cyclopropanation". . p. 67 - 71. Retrieved 2019/01/28.
• 2、 Yang, Zhiwang,Zhao, Lei,Lei, Ziqiang. "Quaternary Ammonium Salt Functionalized Methoxypolyethylene Glycols-Supported Phosphotungstic Acid Catalyst for the Esterification of Carboxylic Acids with Alcohols". . p. 585 - 589. Retrieved 2014/04/03.