Ethyl 1-methylcyclopropanecarboxylate

Base Information

• Chemical Name: Ethyl 1-methylcyclopropanecarboxylate
• CAS No.: 71441-76-4
• Molecular Formula: C7H12O2
• Molecular Weight: 128.171
• Hs Code.: 2916209090
• European Community (EC) Number: 275-461-6
• UNII: 9GRG451U66
• DSSTox Substance ID: DTXSID00221632
• Nikkaji Number: J295.016B
• Wikidata: Q72475845
• Mol file: 71441-76-4.mol

Synonyms:Ethyl 1-methylcyclopropanecarboxylate;71441-76-4;ethyl 1-methylcyclopropane-1-carboxylate;1-methylcyclopropanecarboxylic acid ethyl ester;Cyclopropanecarboxylic acid, 1-methyl-, ethyl ester;9GRG451U66;EINECS 275-461-6;1-methyl-cyclopropanecarboxylic acid ethyl ester;ethyl1-methylcyclopropanecarboxylate;UNII-9GRG451U66;SCHEMBL2289941;DTXSID00221632;MFCD00001284;ethyl 1-methylcyclopropane-carboxylate;AKOS006227751;1-methylcyclopropanoic acid ethyl ester;AM85886;Ethyl 1-methylcyclopropan-1-carboxylate;AC-26535;DS-11682;A9352;CS-0087988;FT-0625839;F14047;1-methylcyclopropane carboxylic acid ethyl ester;Ethyl 1-methylcyclopropanecarboxylate, AldrichCPR;J-520552

Chemical Property of Ethyl 1-methylcyclopropanecarboxylate

Chemical Property:

• Vapor Pressure: 6.07mmHg at 25°C
• Refractive Index: 1.454
• Boiling Point: 140.663 °C at 760 mmHg
• Flash Point: 30.556 °C
• PSA: 26.30000
• Density: 1.019g/cm³
• LogP: 1.34960
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 125

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Methylcyclopropanecarboxylic Acid Ethyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CC1)C
• Uses: 1-Methylcyclopropanecarboxylic Acid Ethyl Ester is used to prepare secondary and tertiary amides directly with sodium diethyldiamidoaluminate as the catalyst. It is also used to study trimethylaluminium mediated amide bond formation in a continuous flow microreactor.

Technology Process of Ethyl 1-methylcyclopropanecarboxylate

There total 8 articles about Ethyl 1-methylcyclopropanecarboxylate 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: 73.0%

2,4-Dichloro-2-methyl-butyric acid ethyl ester → 1-methylcyclopropanecarboxylic acid ethyl ester (71441-76-4)

Guidance literature:

With tetraethylammonium tosylate; In dimethyl sulfoxide; electrolysis;

DOI:10.1039/c39830001446

Reference yield:

Bicyclo<1.1.0>butan-1-carbonsaeure-ethylester (29820-55-1) → ethyl 2-methylbutyrate (7452-79-1,53956-13-1) + ethyl n-valerate (539-82-2) + ethyl cyclobutylcarboxylate (14924-53-9) + 1-methylcyclopropanecarboxylic acid ethyl ester (71441-76-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 0.416667h; Product distribution; the formed products are detected with gas chromatography;

Reference yield:

→ Ethyl tiglate (5837-78-5,55514-48-2) + 1-methylcyclopropanecarboxylic acid ethyl ester (71441-76-4)

Guidance literature:

DOI:10.1021/ja01516a037

upstream raw materials:

ethyl 4-chloro-2-methylbutanoate

Bicyclo<1.1.0>butan-1-carbonsaeure-ethylester

methyl methacrylate

ethyl cyclopropylcarboxylate

Downstream raw materials:

ethyl 2-methylbutyrate

2,2-dimethyl-propanoic acid ethyl ester

1-methylcyclopropanecarbonyl chloride

1-methylcyclopropanemethanol

Refernces

• 1、 Shang, Rui,Ilies, Laurean,Matsumoto, Arimasa,Nakamura, Eiichi. "β-Arylation of carboxamides via iron-catalyzed C(sp3)-H bond activation". supporting information. p. 6030 - 6032,3. Retrieved 2013/05/22.
• 2、 -. "Process for cyclizing upsilon-chlorocarboxylic acids". . . Retrieved 2008/06/13.