Methyl 3-cyclopentenecarboxylate

Base Information

• Chemical Name: Methyl 3-cyclopentenecarboxylate
• CAS No.: 58101-60-3
• Molecular Formula: C7H10O2
• Molecular Weight: 126.155
• Hs Code.: 2916209090
• European Community (EC) Number: 663-107-7
• DSSTox Substance ID: DTXSID20363785
• Nikkaji Number: J702.756G
• Mol file: 58101-60-3.mol

Synonyms:Methyl 3-cyclopentenecarboxylate;58101-60-3;Methyl Cyclopent-3-ene-1-carboxylate;Methyl cyclopent-3-enecarboxylate;Methyl3-cyclopentenecarboxylate;METHYL-3-CYCLOPENTENE-1-CARBOXYLATE;3-Cyclopentene-1-carboxylic acid, methyl ester;Methyl 3-cyclopentene-1-carboxylate;3-Cyclopentene-1-Carboxylic Acid Methyl Ester;SCHEMBL637275;DTXSID20363785;methyl cyclopent-3-ene carboxylate;AC-589;GEO-02841;MFCD04038661;AKOS006280752;CS-W003142;GS-3237;Methyl 3-cyclopentenecarboxylate, 95%;SB11629;3-cyclopentenecarboxylic acid methyl ester;cyclopent-3-enecarboxylic acid methyl ester;FT-0655873;FT-0690021;EN300-196463;A851172;F0001-1517

Chemical Property of Methyl 3-cyclopentenecarboxylate

Chemical Property:

• Vapor Pressure: 3.95mmHg at 25°C
• Refractive Index: 1.473
• Boiling Point: 149.8 ºC at 760 mmHg
• Flash Point: 33.8 ºC
• PSA: 26.30000
• Density: 1.054 g/cm³
• LogP: 1.12560
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 126.068079557
• Heavy Atom Count: 9
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

Methyl3-Cyclopentene-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-41
• Safety Statements: 24/25-36/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CC=CC1
• Use Description: Methyl 3-cyclopentenecarboxylate is a chemical compound with versatile applications in various fields. In the realm of organic synthesis and chemical research, it serves as a valuable building block for the creation of complex organic molecules and pharmaceutical compounds, facilitating drug discovery and the development of potential therapeutic agents. Additionally, in the fragrance and flavor industry, this compound can be utilized to impart unique scents and flavors, enhancing the sensory experiences of perfumes, cosmetics, and food products. Its applications in organic synthesis and fragrance creation underscore its significance in driving innovation, scientific exploration, and product development within these distinct domains.

Technology Process of Methyl 3-cyclopentenecarboxylate

There total 15 articles about Methyl 3-cyclopentenecarboxylate 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: 99.0%

methanol (67-56-1) + 3-cyclopentene-1-carboxylic acid (7686-77-3) → methyl cyclopent-3-ene-1-carboxylate (58101-60-3)

Guidance literature:

3-cyclopentene-1-carboxylic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; at 0 - 20 ℃; for 4h;

methanol; In dichloromethane;

Reference yield: 96.0%

3-cyclopentene-1-carboxylic acid (7686-77-3) + methyl iodide (74-88-4) → methyl cyclopent-3-ene-1-carboxylate (58101-60-3)

Guidance literature:

With potassium carbonate; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 16h;

Reference yield: 85.0%

Dimethyl 3-cyclopentene-1,1-dicarboxylate (84646-68-4) → methyl cyclopent-3-ene-1-carboxylate (58101-60-3)

Guidance literature:

With lithium chloride; In dimethyl sulfoxide;

DOI:10.15227/orgsyn.075.0195

upstream raw materials:

methanol

3-Formylbicyclo<2.1.1>hexan-2-on

cyclopent-3-ene-1-carboxylic acid chloride

2,3-dichloro-2-butene, cis form

Downstream raw materials:

C₁₀H₁₆O₂

1,2-Epoxy-4-methoxycarbonylcyclopentane

methyl (1SR,3RS,4SR)-3,4-dihydroxycyclopentanecarboxylate

methyl (1RS,3RS,4SR)-3,4-dihydroxycyclopentanecarboxylate

Refernces

• 1、 Wada, Makoto,Nishihara, Yoshihiro,Akiba, Kin-ya. "A FACILE SYNTHESIS OF (+/-)-SESBANINE VIA γ-ADDITION OF KETENE SILYL ACETAL WITH QUATERNIZED METHYL NICOTINATE". . p. 3267 - 3270. Retrieved 1985.
• 2、 Enkvist, Erki,Raidaru, Gerda,Vaasa, Angela,Pehk, T?nis,Lavogina, Darja,Uri, Asko. "Carbocyclic 3′-deoxyadenosine-based highly potent bisubstrate-analog inhibitor of basophilic protein kinases". . p. 5336 - 5339. Retrieved 2007.
• 3、 Hemric, Brett N.,Chen, Andy W.,Wang, Qiu. "Copper-Catalyzed Modular Amino Oxygenation of Alkenes: Access to Diverse 1,2-Amino Oxygen-Containing Skeletons". supporting information. p. 1468 - 1488. Retrieved 2019/01/25.
• 4、 Green, Samantha A.,Huffman, Tucker R.,McCourt, Ruairí O.,Van Der Puyl, Vincent,Shenvi, Ryan A.. "Hydroalkylation of Olefins to Form Quaternary Carbons". supporting information. p. 7709 - 7714. Retrieved 2019/05/22.