Ethyl 3-cyclopentene-1-carboxylate

Base Information

• Chemical Name: Ethyl 3-cyclopentene-1-carboxylate
• CAS No.: 21622-01-5
• Molecular Formula: C8H12O2
• Molecular Weight: 140.182
• Hs Code.: 29161900
• European Community (EC) Number: 680-173-2
• DSSTox Substance ID: DTXSID00415675
• Nikkaji Number: J698.487H
• Mol file: 21622-01-5.mol

Synonyms:21622-01-5;ethyl 3-cyclopentene-1-carboxylate;3-cyclopentene-1-carboxylic acid ethyl ester;Ethyl cyclopent-3-enecarboxylate;ethyl cyclopent-3-ene-1-carboxylate;3-Cyclopentenecarboxylic acid ethyl ester;ghl.PD_Mitscher_leg0.1203;Ethyl 3-cyclopentenecarboxylic acid;3-CYCLOPENTENE-1-CARHOXYLIC ACID ETHYL ESTER;Ethylcyclopent-3-enecarboxylate;SCHEMBL2586974;DTXSID00415675;CTLAIKSGNQPPLO-UHFFFAOYSA-N;Ethyl-3-cyclopentene-1-carboxylate;ethyl-3-cyclopentenecarboxylic acid;AC-295;MFCD06410819;AKOS006283241;AB24924;AS-15778;E0831;FT-0657802;H11362;(+/-)-3-Cyclopentenecarboxylic Acid, Ethyl Ester;Q-100998;11-Oxo-6,11-dihydro-dibenzo[b,e]oxepine-2-carboxylicacidmethylester

Chemical Property of Ethyl 3-cyclopentene-1-carboxylate

Chemical Property:

• Vapor Pressure: 1.31mmHg at 25°C
• Refractive Index: 1.473
• Boiling Point: 172.8 °C at 760 mmHg
• Flash Point: 48.2 °C
• PSA: 26.30000
• Density: 1.029 g/cm³
• LogP: 1.51570
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 3-Cyclopentene-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CC=CC1

Technology Process of Ethyl 3-cyclopentene-1-carboxylate

There total 11 articles about Ethyl 3-cyclopentene-1-carboxylate 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: 96.0%

4-ethoxycarbonyl-1,6-heptadiene (18325-74-1) → ethyl 3-cyclopentene-1-carboxylate (21622-01-5)

Guidance literature:

With 1,1,3,3-tetramethyl-1,3-disiletane; tungsten(VI) chloride; In benzene; at 80 ℃; for 10h; under 0.001 Torr;

DOI:10.1007/BF00703712

Reference yield: 89.42%

ethanol (64-17-5) + 3-cyclopentene-1-carboxylic acid (7686-77-3) → ethyl 3-cyclopentene-1-carboxylate (21622-01-5)

Guidance literature:

With thionyl chloride; at 5 - 20 ℃; for 1.5h;

Reference yield:

→ 4-(4-fluorophenoxy)benzonitrile (215589-24-5)

Guidance literature:

upstream raw materials:

4-ethoxycarbonyl-1,6-heptadiene

Cyclopent-3-ene-1,1-dicarboxylic acid diethyl ester

diallylmalonic acid diethyl ester

3-cyclopentene-1-carboxylic acid

Downstream raw materials:

1-ethoxycarbonyl-3-cyclopenteneoxide

(1S,4S)-ethyl 4-(p-acetylphenyl)cyclopent-2-ene-1-carboxylate

trans-3,4-epoxy-1-cyclopentanecarboxylic acid ethyl ester

(3S,4S)-3,4-dihydroxycyclopentanecarboxylic acid ethyl ester

Refernces

• 1、 Bespalova, N. B.,Bovina, M. A.,Sergeeva, M. B.,Zaikin, V. G.. "New synthesis of 3-cyclopentenecarboxylic acid esters by olefin metathesis". . p. 1425 - 1426. Retrieved 1994.
• 2、 Inoshita, Yasuo,Iwamoto, Minoru,Koyama, Yuzo,Kumamoto, Takuya,Miyamoto, Hidetoshi,Sakumoto, Chihiro,Sato, Yoshinori,Tamamizu, Tokihiko,Tsuchiya, Hideyoshi. "Practical and Scalable Synthesis of a Glucokinase Activator via One-Pot Difluorination and Julia Olefination". . p. 1294 - 1303. Retrieved 2020/08/14.
• 3、 -. "2′-fluoronucleosides". Page/Page column 57; 58. . Retrieved 2015/11/30.