Ethyl 2-(4-methylphenyl)cyclopropanecarboxylate

Base Information

• Chemical Name: Ethyl 2-(4-methylphenyl)cyclopropanecarboxylate
• CAS No.: 97023-67-1
• Molecular Formula: C13H16O2
• Molecular Weight: 204.269
• European Community (EC) Number: 840-417-2
• Nikkaji Number: J1.351.402J
• Mol file: 97023-67-1.mol

Synonyms:97023-67-1;ethyl 2-(4-methylphenyl)cyclopropanecarboxylate;ethyl 2-(4-methylphenyl)cyclopropane-1-carboxylate;Ethyl 2-(p-tolyl)cyclopropanecarboxylate;2-p-Tolyl-cyclopropanecarboxylic acid ethyl ester;Ethyl (1R,2R)-2-(p-Tolyl)cyclopropanecarboxylate;Ethyl (1S,2S)-2-(p-Tolyl)cyclopropanecarboxylate;SCHEMBL6082774;MFCD03419401;MFCD32642094;MFCD32642095;AKOS000307893;Ethyl2-(p-tolyl)cyclopropanecarboxylate;SY266124;SY266125;1-ethoxycarbonyl-2-(p-tolyl)cyclo-propane;CS-0240405;EN300-228272

Chemical Property of Ethyl 2-(4-methylphenyl)cyclopropanecarboxylate

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 204.115029749
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CC1C2=CC=C(C=C2)C

Technology Process of Ethyl 2-(4-methylphenyl)cyclopropanecarboxylate

There total 26 articles about Ethyl 2-(4-methylphenyl)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: 98.0%

diazoacetic acid ethyl ester (623-73-4) + 1-ethenyl-4-methylbenzene (622-97-9,24936-41-2) → ethyl 2-(4-methylphenyl)cyclopropane-1-carboxylate (97023-67-1)

Guidance literature:

dendritic ruthenium(II) porphyrin; In dichloromethane; at 20 ℃; for 34h;

DOI:10.1002/1521-3765(20020402)8:7<1554::AID-CHEM1554>3.0.CO;2-R

Reference yield: 96.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + ethyl (E)-3-(4-methylphenyl)acrylate (97585-04-1,20511-20-0,24393-49-5) → (1R*,2R*)-ethyl 2-(p-tolyl)cyclopropanecarboxylate (18456-66-1,70461-59-5,97023-67-1)

Guidance literature:

With palladium diacetate; In diethyl ether; for 1h; Ambient temperature;

DOI:10.1248/cpb.43.2075

Reference yield: 80.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + diazoacetic acid ethyl ester (623-73-4) + 4-methyl-benzaldehyde (104-87-0) → (1R*,2R*)-ethyl 2-(p-tolyl)cyclopropanecarboxylate (18456-66-1,70461-59-5,97023-67-1)

Guidance literature:

diazoacetic acid ethyl ester; 4-methyl-benzaldehyde; With copper(l) iodide; triphenylphosphine; In dichloromethane; at 40 ℃; Inert atmosphere;

diazomethane; With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In dichloromethane; at -78 ℃; diastereoselective reaction; Inert atmosphere;

DOI:10.1039/b810708d

upstream raw materials:

diazoacetic acid ethyl ester

1-ethenyl-4-methylbenzene

styrene

glycine ethyl ester hydrochloride

Downstream raw materials:

(trans-2-(4-methylphenyl)cyclopropyl)methanol

ethyl 4-(4-methylphenyl)butanoate

trans-2-(p-tolyl)cyclopropane-1-carbaldehyde

trans-<2-(p-methylphenyl)cyclopropyl>methyl acetate