Methyl cyclopent-2-ene-1-acetate

Base Information

• Chemical Name: Methyl cyclopent-2-ene-1-acetate
• CAS No.: 20006-85-3
• Molecular Formula: C8H12O2
• Molecular Weight: 140.182
• Hs Code.: 2916209090
• European Community (EC) Number: 243-462-0
• DSSTox Substance ID: DTXSID60941980
• Nikkaji Number: J82.918H
• Mol file: 20006-85-3.mol

Synonyms:Methyl cyclopent-2-ene-1-acetate;20006-85-3;methyl 2-cyclopent-2-en-1-ylacetate;EINECS 243-462-0;SCHEMBL1691605;DTXSID60941980;Methyl (cyclopent-2-en-1-yl)acetate;AKOS017274274;(2-Cyclopentenyl)acetic acid methyl ester

Chemical Property of Methyl cyclopent-2-ene-1-acetate

Chemical Property:

• Vapor Pressure: 1.41mmHg at 25°C
• Boiling Point: 171.2°Cat760mmHg
• Flash Point: 72.8°C
• PSA: 26.30000
• Density: 1.004g/cm³
• LogP: 1.51570
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC1CCC=C1

Technology Process of Methyl cyclopent-2-ene-1-acetate

There total 7 articles about Methyl cyclopent-2-ene-1-acetate 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: 97.0%

methanol (67-56-1) + (cyclopent-2-eneyl)acetic acid (13668-61-6) → 2-cyclopentene-1-acetic acid methyl ester (20006-85-3)

Guidance literature:

With sulfuric acid; In dichloromethane; for 24h; Inert atmosphere; Reflux;

DOI:10.1021/ol2029383

Reference yield: 84.0%

propanedioic acid, 2-cyclopenten-1-yl-dimethyl ester (88444-66-0) → 2-cyclopentene-1-acetic acid methyl ester (20006-85-3)

Guidance literature:

With sodium cyanide; In water; dimethyl sulfoxide; at 130 ℃; for 8.5h; Inert atmosphere;

DOI:10.3987/COM-18-S(T)85

Reference yield: 75.0%

(cyclopent-2-eneyl)acetic acid (13668-61-6) + dimethyl sulfate (77-78-1) → 2-cyclopentene-1-acetic acid methyl ester (20006-85-3)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; for 2h; Heating;

DOI:10.1021/jo990035l

upstream raw materials:

methanol

(cyclopent-2-eneyl)acetic acid

propanedioic acid, 2-cyclopenten-1-yl-dimethyl ester

dimethyl sulfate

Downstream raw materials:

(cyclopent-2-eneyl)acetic acid

(1-cyclopent-2-enyl)-2-methylpropan-2-ol

3-(2-(benzyloxy)ethyl)-2-hydroxycyclopent-2-en-1-one

benzyl 2-(cyclopent-2-en-1-yl)ethyl ether

Refernces

• 1、 Shen, Cong,Lu, Xiunan,Zhang, Jian,Ding, Liyuan,Sun, Yaling,Zhong, Guofu. "Bidentate auxiliary-directed alkenyl C-H allylation: Via exo-palladacycles: Synthesis of branched 1,4-dienes". supporting information. p. 13582 - 13585. Retrieved 2019/11/14.
• 2、 Sugimoto, Kenji,Fujiwara, Hiroaki,Takada, Akihiro,Kim, Dong-Gil,Ueda, Hirofumi,Tokuyama, Hidetoshi. "Synthetic studies toward isoschizogamine: Construction of pentacyclic core structure". . p. 1028 - 1049. Retrieved 2019/07/31.