5-Oxo-3,5-diphenylpentanoic acid

Base Information

• Chemical Name: 5-Oxo-3,5-diphenylpentanoic acid
• CAS No.: 5456-53-1
• Molecular Formula: C17H16O3
• Molecular Weight: 268.312
• Hs Code.: 2918300090
• NSC Number: 21520
• DSSTox Substance ID: DTXSID70281400
• Nikkaji Number: J81.038J
• Mol file: 5456-53-1.mol

Synonyms:5-oxo-3,5-diphenylpentanoic acid;5456-53-1;NSC21520;Oprea1_169991;SCHEMBL16616451;DTXSID70281400;ZOKVLFUFXBUTKQ-UHFFFAOYSA-N;5-keto-3,5-diphenyl-valeric acid;3,5-diphenyl-5-oxo-pentanoic acid;NSC-21520

Chemical Property of 5-Oxo-3,5-diphenylpentanoic acid

Chemical Property:

• Vapor Pressure: 9.88E-10mmHg at 25°C
• Melting Point: 152 °C
• Boiling Point: 472.5°Cat760mmHg
• PKA: 4.45±0.10(Predicted)
• Flash Point: 253.7°C
• PSA: 54.37000
• Density: 1.184g/cm³
• LogP: 3.51790
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 268.109944368
• Heavy Atom Count: 20
• Complexity: 325

Purity/Quality:

99% ^*data from raw suppliers

5-OXO-3,5-DIPHENYLPENTANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(CC(=O)C2=CC=CC=C2)CC(=O)O

Technology Process of 5-Oxo-3,5-diphenylpentanoic acid

There total 35 articles about 5-Oxo-3,5-diphenylpentanoic 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: 76.0%

diethyl 2-(3-oxo-1,3-diphenylpropyl)malonate (77670-30-5,7472-83-5) → 5-oxo-3,5-diphenylpentanoic acid (5456-53-1)

Guidance literature:

With potassium hydroxide; In methanol; for 1h; Heating;

DOI:10.1021/je60084a031

Reference yield: 72.0%

methyl 6-amino-3-benzoyl-5-cyano-4-phenyl-4H-pyran-2-carboxylate (1411066-55-1) → 5-oxo-3,5-diphenylpentanoic acid (5456-53-1)

Guidance literature:

With hydrogenchloride; water; for 12h; Reflux;

DOI:10.1007/s10593-012-1091-2

Reference yield:

acetophenone (98-86-2) → (E)-3-phenylacrylic acid (140-10-3) + 5-oxo-3,5-diphenylpentanoic acid (5456-53-1)

Guidance literature:

With diethyl ether; sodium ethanolate;

upstream raw materials:

2-oxo-4,6-diphenyl-1,2,3,4-tetrahydropyridine-3-carbonitrile

benzoyl-4 phenyl-3 butyro nitrile

(2,2-diethoxy-4-phenyl-cyclobutyl)-phenyl ketone

3-oxo-2,5-diphenyl-cyclopentanecarboxylic acid

Downstream raw materials:

4,6-diphenyl-3,4-dihydro-2H-pyran-2-one

Cinnamic acid

acetophenone

methyl cinnamate

Refernces

• 1、 -. "PHOTOLABILE PRO-FRAGRANCES". Page/Page column 0094-0102. . Retrieved 2015/04/15.
• 2、 Rao, H. Surya Prakash,Bharathi, B.. "Synthesis and Stereochemistry of cis- and trans- 4,6-Diaryl-2-piperidones". . p. 541 - 554. Retrieved 2007/10/02.