3-(4-Hydroxyphenyl)propionic acid

Base Information

• Chemical Name: 3-(4-Hydroxyphenyl)propionic acid
• CAS No.: 501-97-3
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 29182990
• European Community (EC) Number: 207-931-3
• NSC Number: 65596,40949
• UNII: 6QNC6P18SR
• DSSTox Substance ID: DTXSID2075427
• Nikkaji Number: J1.565B
• Wikipedia: Phloretic_acid
• Wikidata: Q7186527
• Metabolomics Workbench ID: 38071
• ChEMBL ID: CHEMBL1172560
• Mol file: 501-97-3.mol

Synonyms:3-(4-hydroxyphenyl)propanoic acid;3-(4-hydroxyphenyl)propionic acid;4-hydroxyhydrocinnamic acid;4-hydroxyphenylpropionic acid;desaminotyrosine;dihydro-p-coumaric acid;p-hydroxyphenylpropionic acid;phloretic acid

Chemical Property of 3-(4-Hydroxyphenyl)propionic acid

Chemical Property:

• Appearance/Colour: Pale-yellow crystals
• Vapor Pressure: 1.43E-05mmHg at 25°C
• Melting Point: 129-131 °C(lit.)
• Refractive Index: 1.5286 (estimate)
• Boiling Point: 352.4 °C at 760 mmHg
• PKA: 4.74±0.10(Predicted)
• Flash Point: 181.1 °C
• PSA: 57.53000
• Density: 1.26 g/cm³
• LogP: 1.40940
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: slightly soluble
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

Phloretic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCC(=O)O)O
• Uses: 3-(4-Hydroxyphenyl)propionic acid is uses as pharmaceutical intermediates,it is also used as a sensitive fluorogenic substrate for oxidases such as horseradish peroxidase. Sensitive fluorogenic substrate for oxidases such as horseradish peroxidase Antioxidant

Technology Process of 3-(4-Hydroxyphenyl)propionic acid

There total 63 articles about 3-(4-Hydroxyphenyl)propionic 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: 98.0%

3-[4-(2,4-Dimethyl-benzyloxy)-phenyl]-propionic acid (84253-22-5) → 4-hydroxyphenylpropionic acid (501-97-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 15h; under 3040 Torr;

DOI:10.1055/s-1982-30038

Reference yield: 92.0%

3-(4-hydroxyphenyl)propionic acid benzyl ester (31770-76-0) → 4-hydroxyphenylpropionic acid (501-97-3)

Guidance literature:

With aluminum oxide; for 0.15h; microwave irradiation;

DOI:10.1016/S0040-4039(00)60635-4

Reference yield: 91.5%

3-(4-hydroxyphenyl)propanoic acid amide (23838-70-2) → 4-hydroxyphenylpropionic acid (501-97-3)

Guidance literature:

With water; sodium hydroxide; at 80 ℃; for 4h; Green chemistry;

upstream raw materials:

morpholine

4-hydroxypropiophenone

3-(p-hydroxyphenyl)propiononitrile

3-(4-Hydroxy-phenyl)-1-(2,4,6-trihydroxy-phenyl)-propan-1-on

Downstream raw materials:

p-ethoxybenzenepropanoic acid

7,9-dibromo-1-oxa-spiro[4.5]deca-6,9-diene-2,8-dione

3-(p-hydroxy-m-iodo-phenyl)propionic acid

3-(3,5-diiodo-4-hydroxyphenyl)-propionic acid

Refernces

• 1、 Au, Chi-Ming,Ling, Cho-Hon,Sun, Wenlong,Yu, Wing-Yiu. "Ruthenium-catalyzed intramolecular arene C(sp2)-H amidation for synthesis of 3,4-dihydroquinolin-2(1 H)-ones". . p. 3310 - 3314. Retrieved 2021/05/29.
• 2、 Shu, Penghua,Zhu, Huiqing,Liu, Wanrong,Zhang, Lingxiang,Li, Junping,Yu, Mengzhu,Fei, Yingying,Cai, Shujing,Li, Ruihua,Wei, Xialan,Yi, Wenhan,Xiao, Fugang. "Isolation and characterization of glycosidic tyrosinase inhibitors from typhonium giganteum rhizomes". . p. 380 - 387. Retrieved 2021/06/02.