1-Benzoylcyclopropanecarboxylic acid

Base Information

• Chemical Name: 1-Benzoylcyclopropanecarboxylic acid
• CAS No.: 79172-43-3
• Molecular Formula: C11H10O3
• Molecular Weight: 190.199
• European Community (EC) Number: 824-552-4
• DSSTox Substance ID: DTXSID90509037
• Nikkaji Number: J3.036.490B
• Wikidata: Q82366355
• Mol file: 79172-43-3.mol

Synonyms:1-Benzoylcyclopropanecarboxylic acid;79172-43-3;1-benzoylcyclopropane-1-carboxylic acid;Cyclopropanecarboxylic acid, 1-benzoyl-;DTXSID90509037;1-Benzoylcyclopropanecarboxylicacid;AKOS022971664;TS-02678;CS-0235190;EN300-153856;Z1255418069

Chemical Property of 1-Benzoylcyclopropanecarboxylic acid

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 190.062994177
• Heavy Atom Count: 14
• Complexity: 260

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1(C(=O)C2=CC=CC=C2)C(=O)O

Technology Process of 1-Benzoylcyclopropanecarboxylic acid

There total 5 articles about 1-Benzoylcyclopropanecarboxylic acid 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:

ethyl ester of 1-benzoylcyclopropane-1-carboxylic acid (116195-48-3) → 1-benzoylcyclopropanecarboxylic acid (79172-43-3)

Guidance literature:

With potassium hydroxide; In ethanol;

DOI:10.1039/c2cc17581a

Reference yield:

ethyl 3-oxo-3-phenylpropionate (94-02-0) → 1-benzoylcyclopropanecarboxylic acid (79172-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / methanol; dimethyl sulfoxide / 0.5 h / 20 °C

1.2: 48 h / 25 - 60 °C

2.1: potassium hydroxide / ethanol

With potassium carbonate; potassium hydroxide; In methanol; ethanol; dimethyl sulfoxide;

DOI:10.1039/c2cc17581a

Reference yield:

benzoic acid (65-85-0,8013-63-6) + cyclopropanecarboxylic acid (1759-53-1) → 1-benzoylcyclopropanecarboxylic acid (79172-43-3) + 1-(cyclopropylcarbonyl)cyclopropanecarboxylic acid (86101-65-7)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, -20 deg C, 2.) THF, 50 deg C, 2 h;

DOI:10.1021/jo00163a007

upstream raw materials:

ethyl 3-oxo-3-phenylpropionate

1-Bromo-2-chloroethane

ethylene dibromide

benzoic acid

Downstream raw materials:

4-bromo-1-phenyl-1-butanone

cyclopropyl phenyl ketone

carbon dioxide

1-allyl-1-benzoylcyclopropane