Ethyl 1-phenylcyclopropanecarboxylate

Base Information

• Chemical Name: Ethyl 1-phenylcyclopropanecarboxylate
• CAS No.: 87328-17-4
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID40519404
• Nikkaji Number: J2.131.365C
• Wikidata: Q82382558
• Mol file: 87328-17-4.mol

Synonyms:Ethyl 1-phenylcyclopropanecarboxylate;87328-17-4;Ethyl 1-phenylcyclopropane-1-carboxylate;MFCD09751949;ethoxycarbonylphenylcyclopropane;SCHEMBL23225662;DTXSID40519404;Ethyl1-phenylcyclopropanecarboxylate;AKOS008949000;AS-40878;SY128167;CS-0456609;A916052;J-520557

Chemical Property of Ethyl 1-phenylcyclopropanecarboxylate

Chemical Property:

• PSA: 26.30000
• LogP: 2.28130
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

97% ^*data from raw suppliers

ethyl1-phenylcyclopropanecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CC1)C2=CC=CC=C2

Technology Process of Ethyl 1-phenylcyclopropanecarboxylate

There total 10 articles about Ethyl 1-phenylcyclopropanecarboxylate 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: 82.0%

ethanol (64-17-5) + 1-phenyl-1-cyclopropane carboxylic acid (6120-95-2) → ethyl 1-phenyl-1-cyclopropanecarboxylate (87328-17-4)

Guidance literature:

With hydrogenchloride; for 8h; Heating;

Reference yield: 67.0%

potassium [18-crown-6] bis(catecholato)chloromethylsilicate + 2-phenyl-acrylic acid ethyl ester (22286-82-4) → ethyl 1-phenyl-1-cyclopropanecarboxylate (87328-17-4)

Guidance literature:

potassium [18-crown-6] bis(catecholato)chloromethylsilicate; 2-phenyl-acrylic acid ethyl ester; With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; In dimethyl sulfoxide; at 20 ℃; for 12h; Schlenk technique; Irradiation; Inert atmosphere;

With potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201800761

Reference yield: 65.0%

1-phenylethenyl propanoate (79408-80-3) + bromomethyl bis(catechol)silicate-18-crown-6-potassium → ethyl 1-phenyl-1-cyclopropanecarboxylate (87328-17-4)

Guidance literature:

With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; In dimethyl sulfoxide; at 20 ℃; for 24h; Inert atmosphere; Irradiation;

upstream raw materials:

ethanol

1-cyano-1-phenylcyclopropane

1-phenyl-1-cyclopropane carboxylic acid

ethyl 2,2-dibromo-1-phenylcyclopropanecarboxylate

Downstream raw materials:

carbamic acid-(1-phenyl-cyclopropylmethyl ester)

1-phenyl-1-cyclopropane carboxylic acid

1-phenyl-1-cyclopropanemethanol

Refernces

• 1、 -. "Method for synthesizing polysubstituted cyclopropane through photocatalysis of olefin cyclopropanation reaction". Paragraph 0013; 0024-0026. . Retrieved 2020/04/29.
• 2、 Phelan, James P.,Lang, Simon B.,Compton, Jordan S.,Kelly, Christopher B.,Dykstra, Ryan,Gutierrez, Osvaldo,Molander, Gary A.. "Redox-Neutral Photocatalytic Cyclopropanation via Radical/Polar Crossover". supporting information. p. 8037 - 8047. Retrieved 2018/07/03.