5-Phenylpenta-2,4-dienoic acid

Base Information

• Chemical Name: 5-Phenylpenta-2,4-dienoic acid
• CAS No.: 38446-98-9
• Molecular Formula: C11H10O2
• Molecular Weight: 174.199
• European Community (EC) Number: 216-298-2,803-600-8
• NSC Number: 50789,1778
• Nikkaji Number: J593.048K,J593.049I,J7.513B
• Wikidata: Q76139872
• Metabolomics Workbench ID: 122095
• ChEMBL ID: CHEMBL1095566
• Mol file: 38446-98-9.mol

Synonyms:beta-styrylacrylic acid;beta-styrylacrylic acid, (E,E)-isomer;beta-styrylacrylic acid, (E,Z)-isomer;beta-styrylacrylic acid, (Z,E)-isomer;beta-styrylacrylic acid, monosodium salt, (E,E)-isomer;beta-styrylacrylic acid, monosodium salt, (E,Z)-isomer

Chemical Property of 5-Phenylpenta-2,4-dienoic acid

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 174.068079557
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC=CC(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C=C/C(=O)O

Technology Process of 5-Phenylpenta-2,4-dienoic acid

There total 45 articles about 5-Phenylpenta-2,4-dienoic 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: 60.0%

malonic acid (141-82-2) + 3-phenyl-propenal (104-55-2) → 5-phenyl-2,4-pentadienoic acid (1552-94-9,28010-12-0,28010-13-1,38446-98-9,54352-97-5)

Guidance literature:

With piperidine; In pyridine; at 100 ℃; for 4h;

DOI:10.1007/s11172-020-2980-7

Reference yield:

3-phenyl-propenal (104-55-2) + ethyl 2-[bis(2-isopropylphenoxy)phosphoryl]acetate (188945-44-0) → 5-phenyl-2,4-pentadienoic acid (1552-94-9,28010-12-0,28010-13-1,38446-98-9,54352-97-5)

Guidance literature:

3-phenyl-propenal; ethyl 2-[bis(2-isopropylphenoxy)phosphoryl]acetate; With N-benzyl-trimethylammonium hydroxide; In tetrahydrofuran; toluene; at -78 ℃; for 1.33333h; Inert atmosphere;

With sodium hydroxide; In ethanol; water; at 20 ℃; for 2h;

Reference yield:

methyl 5-phenylpenta-2,4-dienoate (1516-24-1,24196-39-2,38447-05-1,38448-84-9,101934-35-4,121411-05-0) → 5-phenyl-2,4-pentadienoic acid (1552-94-9,28010-12-0,28010-13-1,38446-98-9,54352-97-5)

Guidance literature:

With water; potassium hydroxide; In methanol; at 20 ℃; for 48h;

DOI:10.1002/anie.202000838

upstream raw materials:

piperidine

pyridine

(E)-3-phenylpropenal

malonic acid

Downstream raw materials:

buta-1,3-dien-1-ylbenzene

5-Phenylpentanoic acid

5-phenyl-penta-2,4-dienoyl chloride

2-bromo-5-phenyl-penta-2,4-dienoic acid