Methyl 1-acetylcyclopropanecarboxylate

Base Information

• Chemical Name: Methyl 1-acetylcyclopropanecarboxylate
• CAS No.: 38806-09-6
• Molecular Formula: C7H10O3
• Molecular Weight: 142.155
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID60436765
• Wikidata: Q82252068
• Mol file: 38806-09-6.mol

Synonyms:38806-09-6;Methyl 1-acetylcyclopropanecarboxylate;Methyl 1-acetylcyclopropane-1-carboxylate;1-Acetyl-cyclopropanecarboxylic acid methyl ester;Cyclopropanecarboxylic acid, 1-acetyl-, methyl ester;1-Acetylcyclopropanecarboxylic acid methyl ester;SCHEMBL3606720;DTXSID60436765;JXBAKCMWFYJKGF-UHFFFAOYSA-N;Methyl1-acetylcyclopropanecarboxylate;MFCD11226171;AKOS006307219;SB21839;AS-34865;methyl 1-acetyl-1-cyclopropanecarboxylate;CS-0049256;FT-0759669;EN300-96461;A873773

Chemical Property of Methyl 1-acetylcyclopropanecarboxylate

Chemical Property:

• Vapor Pressure: 0.763mmHg at 25°C
• Boiling Point: 183.638oC at 760 mmHg
• Flash Point: 68.57oC
• PSA: 43.37000
• Density: 1.179g/cm3
• LogP: 0.52860
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 142.062994177
• Heavy Atom Count: 10
• Complexity: 179

Purity/Quality:

97% ^*data from raw suppliers

1-AcetylcyclopropanecarboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1(CC1)C(=O)OC
• Uses: 1-Acetylcyclopropanecarboxylic Acid Methyl Ester is used as a reagent in the synthesis of vitamin D carboxylates as immunosuppressants, antihyperproliferatives, and vitamin D-active agents.

Technology Process of Methyl 1-acetylcyclopropanecarboxylate

There total 6 articles about Methyl 1-acetylcyclopropanecarboxylate 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: 80.0%

acetoacetic acid methyl ester (105-45-3) + ethylene dibromide (106-93-4) → 1-acetylcyclopropanecarboxylic acid methyl ester (38806-09-6)

Guidance literature:

With potassium carbonate; In acetone; for 16h; Reflux;

DOI:10.1016/j.tetlet.2010.03.047

Reference yield: 75.0%

methyl 2-cyanoacetate (105-34-0) + malonic acid dimethyl ester (108-59-8) → dimethyl 1,1-cyclopropanedicarboxylate (6914-71-2,151444-20-1) + 1-acetylcyclopropanecarboxylic acid methyl ester (38806-09-6)

Guidance literature:

With potassium carbonate; 18-crown-6 ether; In butanone; for 3h; Heating;

DOI:10.1080/00397919608003644

Reference yield: 75.0%

malononitrile (109-77-3) + methyl 2-cyanoacetate (105-34-0) → cyclopropane-1,1-dicarbonitrile (1559-03-1) + 1-acetylcyclopropanecarboxylic acid methyl ester (38806-09-6)

Guidance literature:

With potassium carbonate; 18-crown-6 ether; In dichloromethane; for 48h; Ambient temperature;

DOI:10.1080/00397919608003644

upstream raw materials:

vinyl isocyanide

acetoacetic acid methyl ester

ethylene dibromide

methyl 2-cyanoacetate

Downstream raw materials:

1-(1(S)-phenylethyl)-2-methyl-4,5-dihydropyrrole-3-carboxylic acid methyl ester

(2S,3S)-<1-(1(S)-phenylethyl)-2-methylpyrrolidin-3-yl>carboxylic acid methyl ester

methyl (2S,3S)-2-methylpyrrolidine-3-carboxylate

methyl 1-(1-(2-methyl-1,3-dioxolan-2-yl)cyclopropanecarbonyl)cyclopropanecarboxylate