3,3-Diphenylpropionic acid

Base Information

• Chemical Name: 3,3-Diphenylpropionic acid
• CAS No.: 606-83-7
• Molecular Formula: C15H14O2
• Molecular Weight: 226.275
• Hs Code.: 29163990
• European Community (EC) Number: 210-125-4
• NSC Number: 631492,6797
• UNII: 8N5P6K2EGB
• DSSTox Substance ID: DTXSID1060554
• Nikkaji Number: J23.152E
• Wikidata: Q63392248
• ChEMBL ID: CHEMBL1897989
• Mol file: 606-83-7.mol

Synonyms:3,3-diphenylpropanoate

Chemical Property of 3,3-Diphenylpropionic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystalline powder
• Melting Point: 151-154 °C(lit.)
• Refractive Index: 1.6530 (estimate)
• Boiling Point: 358.3 °C at 760 mmHg
• PKA: 4.45±0.10(Predicted)
• Flash Point: 255.3 °C
• PSA: 37.30000
• Density: 1.147 g/cm³
• LogP: 3.29320
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: slightly soluble
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 226.099379685
• Heavy Atom Count: 17
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

3,3-Diphenylpropionic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(CC(=O)O)C2=CC=CC=C2
• Uses: 3,3-Diphenylpropionic Acid is used in the preparation of steroid 5α-reductase inhibiting acylpiperidines. It can also be used in the preparation of calpain-inhibitory piptidyl α-ketoacids and esters.

Technology Process of 3,3-Diphenylpropionic acid

There total 111 articles about 3,3-Diphenylpropionic 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: 99.0%

3,3-diphenylpropanoic acid methyl ester (23426-03-1) → 3,3-Diphenylpropionic acid (606-83-7)

Guidance literature:

With sodium hydroxide; In methanol; at 60 ℃; Inert atmosphere;

DOI:10.1002/anie.201912584

Reference yield: 97.0%

Cinnamic acid (621-82-9) + phenylboronic acid (98-80-6) → 3,3-Diphenylpropionic acid (606-83-7)

Guidance literature:

With [2,2]bipyridinyl; palladium diacetate; acetic acid; In tetrahydrofuran; water; at 80 ℃; for 24h; Solvent; Schlenk technique;

DOI:10.1021/acs.joc.7b01248

Reference yield: 96.0%

(E)-3-phenylacrylic acid (140-10-3) + phenylboronic acid (98-80-6) → 3,3-Diphenylpropionic acid (606-83-7)

Guidance literature:

With dichloro(2,2'-bipyridine)palladium(II); silver nitrate; In water; at 60 ℃; for 10h; Reagent/catalyst; Temperature; Green chemistry;

DOI:10.1016/j.tetlet.2018.02.013

upstream raw materials:

diethyl ether

(E)-3-phenylacrylic acid

3,3-diphenyl-propionitrile

benzhydryl acetate

Downstream raw materials:

1-oxy-1.1.3.3-tetraphenyl-propane

C₂₀H₂₂O₃

3,3,N-Tricyclohexyl-propionamide

N-cyclohexyl-3,3-diphenylpropanamide

Refernces

• 1、 Au, Chi-Ming,Ling, Cho-Hon,Sun, Wenlong,Yu, Wing-Yiu. "Ruthenium-catalyzed intramolecular arene C(sp2)-H amidation for synthesis of 3,4-dihydroquinolin-2(1 H)-ones". supporting information. p. 3310 - 3314. Retrieved 2021/05/29.
• 2、 Schwarz, Maria,Murphy, Edel J.,Foley, Aoife M.,Woods, David F.,Castilla, Ignacio Abreu,Reen, F. Jerry,Collins, Stuart G.,O'gara, Fergal,Maguire, Anita R.. "Exploring the synthetic potential of a marine transaminase including discrimination at a remote stereocentre". . p. 188 - 198. Retrieved 2021/01/18.