2,2-Diphenylcyclopropanecarboxylic acid

Base Information

• Chemical Name: 2,2-Diphenylcyclopropanecarboxylic acid
• CAS No.: 7150-12-1
• Molecular Formula: C16H14O2
• Molecular Weight: 238.286
• Hs Code.: 2916399090
• European Community (EC) Number: 230-484-0
• NSC Number: 74083
• Nikkaji Number: J227.410H
• ChEMBL ID: CHEMBL1391412
• Mol file: 7150-12-1.mol

Synonyms:2,2-Diphenylcyclopropanecarboxylic acid;7150-12-1;2,2-Diphenyl-cyclopropanecarboxylic acid;2,2-diphenylcyclopropane-1-carboxylic acid;Cyclopropanecarboxylicacid,2,2-diphenyl-;Cambridge id 5216690;NCIOpen2_003857;Oprea1_450550;Oprea1_731512;CBDivE_006678;MLS001210771;SCHEMBL8097471;CHEMBL1391412;HMS2827P18;NSC74083;EINECS 230-484-0;MFCD00511119;NSC 74083;NSC-74083;STK525225;2,2-Diphenylcyclopropanecarboxylicacid;2-diphenylcyclopropane carboxylic acid;AKOS004117664;AKOS016038086;(2,2-diphenylcyclopropyl)carboxylic acid;NCGC00245060-01;2,2-diphenyl-cyclopropane-carboxylic acid;AS-37680;SMR000513355;CS-0172977;FT-0650834;AB00075556-01;A917976

Chemical Property of 2,2-Diphenylcyclopropanecarboxylic acid

Chemical Property:

• Vapor Pressure: 3.23E-07mmHg at 25°C
• Melting Point: 166-169 °C
• Refractive Index: 1.633
• Boiling Point: 403 °C at 760 mmHg
• PKA: 4.40±0.11(Predicted)
• Flash Point: 185.8 °C
• PSA: 37.30000
• Density: 1.239 g/cm³
• LogP: 3.07720
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 238.099379685
• Heavy Atom Count: 18
• Complexity: 293

Purity/Quality:

99% ^*data from raw suppliers

2,2-DiphenylcyclopropanecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C1(C2=CC=CC=C2)C3=CC=CC=C3)C(=O)O
• Uses: 2,2-Diphenylcyclopropanecarboxylic Acid is an intermediate in the synthesis of Cibenzoline, an antiarrhythmic drug that relieves the outflow tract obstruction of hypertrophic obstructive cardiomyopathy (HOCM).

Technology Process of 2,2-Diphenylcyclopropanecarboxylic acid

There total 23 articles about 2,2-Diphenylcyclopropanecarboxylic 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: 90.0%

methyl 2,2-diphenylcyclopropane-1-carboxylate (19179-60-3) → 2,2-diphenyl-cyclopropanecarboxylic acid (7150-12-1)

Guidance literature:

With water; potassium hydroxide;

DOI:10.1002/hlca.201100135

Reference yield: 88.0%

methyl (E)-3-(2,2-diphenylcyclopropyl)prop-2-enoate (1033827-76-7) → 2,2-diphenyl-cyclopropanecarboxylic acid (7150-12-1)

Guidance literature:

With potassium permanganate; In acetone;

DOI:10.1002/hlca.200890081

Reference yield: 88.0%

(Z)-3-(2,2-diphenylcyclopropyl)prop-2-enenitrile (1033827-77-8) → 2,2-diphenyl-cyclopropanecarboxylic acid (7150-12-1)

Guidance literature:

With potassium permanganate; In acetone;

DOI:10.1002/hlca.200890081

upstream raw materials:

methyl 2,2-diphenylcyclopropane-1-carboxylate

diazoacetic acid ethyl ester

1,1-Diphenylethylene

carbon monoxide

Downstream raw materials:

methyl 2,2-diphenylcyclopropane-1-carboxylate

(R)-2,2-diphenylcyclopropanecarboxylic acid

(1S)-2,2-diphenylcyclopropane carboxylic acid

methyl 2-(2,2-diphenylcyclopropyl)acetate

Refernces

• 1、 Mulzer, Johann,Huisgen, Rolf,Arion, Vladimir,Sustmann, Reiner. "1-[(E)-2-arylethenyl]-2,2-diphenylcyclopropanes: Kinetics and mechanism of rearrangement to cyclopentenes". experimental part. p. 1359 - 1388. Retrieved 2011/10/09.
• 2、 Gooden, David M.,Schmidt, Dawn M.Z.,Pollock, Julie A.,Kabadi, Ami M.,McCafferty, Dewey G.. "Facile synthesis of substituted trans-2-arylcyclopropylamine inhibitors of the human histone demethylase LSD1 and monoamine oxidases A and B". . p. 3047 - 3051. Retrieved 2008/12/23.