Ethyl 1-cyano-2-phenylcyclopropane-1-carboxylate

Base Information

• Chemical Name: Ethyl 1-cyano-2-phenylcyclopropane-1-carboxylate
• CAS No.: 10432-72-1
• Molecular Formula: C13H13NO2
• Molecular Weight: 215.252
• DSSTox Substance ID: DTXSID70502248
• Nikkaji Number: J1.246.124K
• Mol file: 10432-72-1.mol

Synonyms:Ethyl 1-cyano-2-phenylcyclopropane-1-carboxylate;10432-72-1;SCHEMBL11209553;DTXSID70502248

Chemical Property of Ethyl 1-cyano-2-phenylcyclopropane-1-carboxylate

Chemical Property:

• PSA: 50.09000
• LogP: 2.24698
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 215.094628657
• Heavy Atom Count: 16
• Complexity: 324

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CC1C2=CC=CC=C2)C#N

Technology Process of Ethyl 1-cyano-2-phenylcyclopropane-1-carboxylate

There total 8 articles about Ethyl 1-cyano-2-phenylcyclopropane-1-carboxylate 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: 86.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + ethyl 2-cyanoacetate (105-56-6) → ethyl 1-cyano-2-phenyl-cyclopropanecarboxylate (10432-72-1)

Guidance literature:

With iodine; potassium carbonate; In ethyl acetate; at 20 ℃; for 20h; Reagent/catalyst; Solvent; Concentration; Optical yield = 71.429 %de; Mechanism; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.5b02957

Reference yield: 80.0%

C13H14INO2 → ethyl 1-cyano-2-phenyl-cyclopropanecarboxylate (10432-72-1)

Guidance literature:

With potassium carbonate; In ethyl acetate; at 20 ℃; for 20h; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.5b02957

Reference yield: 80.0%

(2-bromo-1-phenylethyl)dimethylsulphonium bromide (75326-15-7) + ethyl 2-cyanoacetate (105-56-6) → ethyl 1-cyano-2-phenyl-cyclopropanecarboxylate (10432-72-1)

Guidance literature:

With potassium carbonate; In tetrachloromethane; water; at 50 ℃;

DOI:10.1039/c39800000521

upstream raw materials:

Methyl-phenyl-sulfonium-diethoxyphosphinyl-methylid

benzaldehyde

ethyl 2-cyanoacetate

styrene

Downstream raw materials:

ethyl 2-amino-5-phenyl-4,5-dihydrothiophene-3-carboxylate