(E)-4-oxo-6-phenyl-5-hexenoic acid

Base Information

• Chemical Name: (E)-4-oxo-6-phenyl-5-hexenoic acid
• CAS No.: 121365-22-8
• Molecular Formula: C12H12O3
• Molecular Weight: 204.225
• Hs Code.: 2918300090
• Mol file: 121365-22-8.mol

Synonyms:6-phenyl-4-oxohex-5-enoic acid;(E)-4-OXO-6-PHENYL-5-HEXENOIC ACID;4-oxo-6-phenyl-hex-5-enoic acid;3-Oxo-5-phenyl-penten-(4)-carbonsaeure-(1);Benzallevulinic acid;4-Oxo-6-phenyl-hex-5-ensaeure;

Chemical Property of (E)-4-oxo-6-phenyl-5-hexenoic acid

Chemical Property:

• PSA: 54.37000
• LogP: 2.13370

Purity/Quality:

(E)-4-Oxo-6-phenyl-5-hexenoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-4-oxo-6-phenyl-5-hexenoic acid

There total 10 articles about (E)-4-oxo-6-phenyl-5-hexenoic 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: 78.0%

ethyl (trans)-6-phenyl-4-oxo-5-hexenoate (121748-58-1) → (E)-4-oxo-6-phenylhex-5-enoic acid (121365-22-8)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 3h;

DOI:10.1002/ejoc.201901669

Reference yield: 75.7%

benzaldehyde (100-52-7) + levulinic acid (123-76-2) → (E)-4-oxo-6-phenylhex-5-enoic acid (121365-22-8)

Guidance literature:

With piperidine; acetic acid; In benzene; for 72h; Heating;

DOI:10.1016/0040-4020(81)80020-8

Reference yield: 38.0%

α-ketoglutaric acid (328-50-7) + (E)-3-phenylacrylic acid (140-10-3) → (E)-4-oxo-6-phenylhex-5-enoic acid (121365-22-8)

Guidance literature:

With dipotassium peroxodisulfate; sodium formate; iron(II) chloride; In dimethylsulfoxide-d6; water; at 120 ℃; for 15h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.5b00267

upstream raw materials:

2-hydroxy-6-phenyl-hexa-3,5-dienoic acid

1-methyl-4-nitrosobenzene

benzaldehyde

levulinic acid

Downstream raw materials:

4-oxo-6-phenyl-hex-5-enoic acid ethyl ester

6-phenyl-4-oxohexanoic acid

5-ξ-styryl-3H-furan-2-one

C₁₆H₂₁NO₃