Methyl cyclopropanecarboxylate

Base Information

• Chemical Name: Methyl cyclopropanecarboxylate
• CAS No.: 2868-37-3
• Molecular Formula: C5H8O2
• Molecular Weight: 100.117
• Hs Code.: 29162000
• European Community (EC) Number: 220-690-9
• UNII: 5UQ53F585U
• DSSTox Substance ID: DTXSID3051967
• Nikkaji Number: J191.425A
• Wikidata: Q27262898
• Mol file: 2868-37-3.mol

Synonyms:Methyl cyclopropanecarboxylate;2868-37-3;Methyl cyclopropane carboxylate;Methylcyclopropanecarboxylate;Cyclopropanecarboxylic acid, methyl ester;Cyclopropanecarboxylic Acid Methyl Ester;Methyl cyclopropylcarboxylate;EINECS 220-690-9;UNII-5UQ53F585U;AI3-27233;5UQ53F585U;MFCD00001280;MCPC;1-methylcyclopropanecarboxylate;SCHEMBL244740;DTXSID3051967;PKAHQJNJPDVTDP-UHFFFAOYSA-;CHEBI:131412;AKOS008908823;Methyl cyclopropanecarboxylate, >=99%;BS-42685;LS-58754;A5416;AM20090368;C1607;FT-0624286;EN300-55798;D78080;J-017191;J-522599;Q27262898;F0001-0900

Chemical Property of Methyl cyclopropanecarboxylate

Chemical Property:

• Appearance/Colour: Clear colourless liquid
• Vapor Pressure: 17.1mmHg at 25°C
• Refractive Index: 1.4181
• Boiling Point: 117.825 °C at 760 mmHg
• Flash Point: 17.778 °C
• PSA: 26.30000
• Density: 1.102 g/cm³
• LogP: 0.56940
• Storage Temp.: Flammables area
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 100.052429494
• Heavy Atom Count: 7
• Complexity: 84.1

Purity/Quality:

99% ^*data from raw suppliers

Methyl Cyclopropanecarboxylate >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 11-21/22-36
• Safety Statements: 16-26-36-9-33-29

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CC1
• Uses: Methyl cyclopropane carboxylate is used as a reagent in the synthesis of N’thiazole and N-pyrazole based inhibitors of MAP kinase p38α. It is primarily used an intermediate in the manufacture of pharmaceutical and agrochemical products. Methyl cyclopropane carboxylate is used as a reagent in the synthesis of N?-thiazole and N-pyrazole based inhibitors of MAP kinase p38α.

Technology Process of Methyl cyclopropanecarboxylate

There total 20 articles about Methyl 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: 95.83%

methyl 4-((methoxysulfonyl)oxy)butyrate → methyl cyclopropylcarboxylate (2868-37-3)

Guidance literature:

With sodium methylate; In methanol; at 105 - 110 ℃; for 3.5h; Temperature;

Reference yield: 94.0%

acetic acid methyl ester (79-20-9) + ethylene dibromide (106-93-4) → methyl cyclopropylcarboxylate (2868-37-3)

Guidance literature:

With potassium carbonate; 1-butyl-3-methylimidazolium Tetrafluoroborate; In N,N-dimethyl-formamide; at 25 ℃; for 6h; Temperature; Concentration;

Reference yield: 90.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + 1,1-dibromomethane (74-95-3) → methyl cyclopropylcarboxylate (2868-37-3)

Guidance literature:

With sodium iodide; nickel dibromide; zinc; In tetrahydrofuran; at 0 ℃; for 24h;

DOI:10.1246/bcsj.56.1025

upstream raw materials:

methanol

cyclopropanecarboxylic acid chloride

cyclopropanecarboxylic acid

diazomethane

Downstream raw materials:

methyl 1-(trimethylsilyl)cyclopropanecarboxylate

cyclopropyl[bis(4-trifluoromethylphenyl)]methanol

3-cyclopropyl-3-oxo-propionitrile

cyclopropanecarboxylic acid

Refernces

• 1、 Burt, R. A.,Chiang, Y.,Kresge, A. J.,McKinney, M. A.. "Hydrolysis of Trimethyl Orthocyclopropanecarboxylate: A Change in Rate-Determining Step". . p. 3685 - 3687. Retrieved 1982.
• 2、 -. "Preparation method of cyclopropylamine intermediate cyclopropanecarboxylic acid methyl ester". Paragraph 0020-0048. . Retrieved 2021/05/15.
• 3、 Deng, Xiaojun,Zhang, Luwen,Liu, Huixia,Bai, Yu,He, Wei. "mCPBA-mediated dioxygenation of unactivated alkenes for the synthesis of 5-imino-2-tetrahydrofuranyl methanol derivatives". supporting information. . Retrieved 2020/11/24.