(E)-5-Phenyl-2-pentenoic acid

Base Information

• Chemical Name: (E)-5-Phenyl-2-pentenoic acid
• CAS No.: 55320-96-2
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.215
• Mol file: 55320-96-2.mol

Synonyms:2-Pentenoic acid,5-phenyl;2-Pentenoic acid,5-phenyl-,(E);(E)-5-phenyl-penta-2-enoic acid;5-phenyl-2-pentenoic acid;5-phenyl-2(E)-pentenoic acid;

Chemical Property of (E)-5-Phenyl-2-pentenoic acid

Chemical Property:

• PSA: 37.30000
• LogP: 2.26000

Purity/Quality:

99% ^*data from raw suppliers

(2E)-5-phenylpent-2-enoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-5-Phenyl-2-pentenoic acid

There total 29 articles about (E)-5-Phenyl-2-pentenoic 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: 94.0%

3-phenyl-propionaldehyde (104-53-0) + malonic acid (141-82-2) → 5-phenyl-2(E)-pentenoic acid (24271-22-5,55320-96-2,138034-94-3)

Guidance literature:

With piperidine; In pyridine; for 1h; Heating;

DOI:10.1016/j.ejps.2004.08.011

Reference yield: 93.0%

ethyl (2E)-5-phenylpent-2-enoate (55282-95-6) → 5-phenyl-2(E)-pentenoic acid (24271-22-5,55320-96-2,138034-94-3)

Guidance literature:

With sodium hydroxide; In methanol; water; for 3h; Heating;

Reference yield: 90.0%

3-phenyl-propionaldehyde (104-53-0) + diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) → 5-phenyl-2(E)-pentenoic acid (24271-22-5,55320-96-2,138034-94-3)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1.5h;

3-phenyl-propionaldehyde; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1021/acs.jmedchem.0c01133

upstream raw materials:

3-phenyl-propionaldehyde

malonic acid

ethyl (2E)-5-phenylpent-2-enoate

formic acid

Downstream raw materials:

β-hydroxy-benzenepentanoic acid

2,3-dibromo-5-phenylpentanoic acid

3-hydroxyamino-5-phenylpentanoic acid

5-phenyl-2-pentenoic acid chloride

Refernces

• 1、 Wang, Congcong,Zhang, Yu-Fang,Guo, Shimeng,Zhao, Quan,Zeng, Yanping,Xie, Zhicheng,Xie, Xin,Lu, Boxun,Hu, Youhong. "GPR52 Antagonist Reduces Huntingtin Levels and Ameliorates Huntington's Disease-Related Phenotypes". . p. 941 - 957. Retrieved 2020/11/30.
• 2、 Shindo, Mitsuru,Makigawa, Saki,Matsumoto, Kenji,Iwata, Takayuki,Wasano, Naoya,Kano, Arihiro,Morita, Miyo Terao,Fujii, Yoshiharu. "Essential structural features of (2Z,4E)-5-phenylpenta-2,4-dienoic acid for inhibition of root gravitropism". . . Retrieved 2020/02/04.