4-Oxo-6-phenyl-5-hexynoic acid

Base Information

• Chemical Name: 4-Oxo-6-phenyl-5-hexynoic acid
• CAS No.: 14901-29-2
• Molecular Formula: C₁₂H₁₀O₃
• Molecular Weight: 202.21
• DSSTox Substance ID: DTXSID401306916
• Mol file: 14901-29-2.mol

Synonyms:14901-29-2;SCHEMBL5618885;4-Oxo-6-phenyl-5-hexynoic acid;DTXSID401306916

Chemical Property of 4-Oxo-6-phenyl-5-hexynoic acid

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 202.062994177
• Heavy Atom Count: 15
• Complexity: 299

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#CC(=O)CCC(=O)O

Technology Process of 4-Oxo-6-phenyl-5-hexynoic acid

There total 8 articles about 4-Oxo-6-phenyl-5-hexynoic 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%

4-oxo-4-(2-phenylethynyl)-1-butanol (67654-83-5) → 4-oxo-6-phenylhex-5-ynoic acid (14901-29-2)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In acetone; at 0 ℃; for 0.05h;

DOI:10.1002/prac.19933350503

Reference yield: 80.0%

2-methoxy-2-(phenylethynyl)cyclopropanecarboxylic acid → 4-oxo-6-phenylhex-5-ynoic acid (14901-29-2)

Guidance literature:

With silver hexafluoroantimonate; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere; Molecular sieve; Darkness;

DOI:10.1039/c3cc46238b

Reference yield: 54.0%

2-methoxy-2-(phenylethynyl)cyclopropanecarboxylic acid → 5-methoxy-5-(phenylethynyl)dihydrofuran-2(3H)-one + 4-oxo-6-phenylhex-5-ynoic acid (14901-29-2)

Guidance literature:

With silver hexafluoroantimonate; (triphenylphosphine)gold(I) chloride; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere; Molecular sieve; Darkness;

DOI:10.1039/c3cc46238b

upstream raw materials:

succinic acid anhydride

(phenylethynyl)sodium

phenylacetylene

4-oxo-4-(2-phenylethynyl)-1-butanol

Downstream raw materials:

4-oxo-6-phenyl-5-hexynoic acid methyl ester

ethyl 4-oxo-6-phenylhex-5-ynoate

3-(5-phenyl-isoxazol-3-yl)-propionic acid