495-78-3

Basic information

• Product Name: 3-(2-HYDROXYPHENYL)PROPIONIC ACID
• Synonyms: 2-HYDROXYHYDROCINNAMIC ACID;3-(2-HYDROXYPHENYL)PROPIONIC ACID;3-(2-HYDROXYPHENYL)PROPANOIC ACID;3-(O-HYDROXYPHENYL) PROPIONIC ACID;MELILOTIC ACID;BETA-(O-HYDROXYPHENYL)PROPIONIC ACID;O-HYDROCOUMARIC ACID;o-hydroxyhydrocinnamic acid
• CAS NO: 495-78-3
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17
• Product Categories: Aromatic Propionic Acids;C9;Carbonyl Compounds;Carboxylic Acids
• Mol File: 495-78-3.mol
• Article Data: 23

Chemical Properties

• Melting Point: 86-89 °C(lit.)
• Boiling Point: 335.9 °C at 760 mmHg
• Flash Point: 171.2 °C
• Appearance: /
• Density: 1.26 g/cm³
• Vapor Pressure: 4.56E-05mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 4.75±0.10(Predicted)
• BRN: 1681601
• CAS DataBase Reference: 3-(2-HYDROXYPHENYL)PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-HYDROXYPHENYL)PROPIONIC ACID(495-78-3)
• EPA Substance Registry System: 3-(2-HYDROXYPHENYL)PROPIONIC ACID(495-78-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 495-78-3(Hazardous Substances Data)

Usage

Uses

3-(2-Hydroxyphenyl)propionic acid is suitable as a growth substrate for various strains of E. coli and as a standard in the study of microbial metabolism of catechin stereoisomers.

Definition

ChEBI: A monocarboxylic acid that is propionic acid in which one of the hydrogens at position 3 is substituted by a 2-hydroxyphenyl group.

General Description

3-(2-Hydroxyphenyl) propionic acid is a phenyl propionic acid derivative. It was found to be one of the constituents of Justicia pectoralis Jacq. extract which was analyzed by gas chromatography/mass spectrometry (GC/MS). The antiulcerogenic effect of 3-(2-hydroxyphenyl) propionic acid in the prevention of serotonin-induced ulcerogenesis has been studied in rats. It has been reported to be one of the major microbial metabolite of both (+)-catechin and (-)-epicatechin by human faecal microbiota. Crystal structure study reveals that 3-(2-hydroxyphenyl)propionic acid crystals are monoclinic with space group P21/c.

InChI:InChI=1/C9H10O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-4,10H,5-6H2,(H,11,12)/p-1

Upstream product

• 614-60-8 o-Coumaric acid 
• 1643-28-3 3-(2-chlorophenyl)propanoic acid 
• 59577-13-8 3-(2-hydroxyphenyl)propanenitrile 
• 6342-77-4 2-methoxy-benzenepropanoic acid 
• 91-64-5 coumarin 
• 119-84-6 C₆H₄(CH₂CH₂C(O)O) 
• 7585-39-9 β‐cyclodextrin 
• 7732-18-5 water 
• 64-17-5 ethanol 
• 95-13-6 1-indene 
• 288311-17-1 2-trifluoromethyl-chroman-2-ol 
• 86571-26-8 1,1,1-trifluoro-4-phenylbutan-2-one 
• 645-45-4 hydrocinnamic acid chloride 
• 501-52-0 3-Phenylpropionic acid 

Downstream Products

• 20921-04-4 ethyl 3-(2-hydroxyphenyl)propanoate 
• 78027-95-9 3-(2-hydroxy-5-phenylazo-phenyl)-propionic acid 
• 2669-94-5 6-hydroxy-3,4-dihydrocoumarin 
• 749878-59-9 3-(5-bromo-2-hydroxy-phenyl)-propionic acid 
• 119-84-6 C₆H₄(CH₂CH₂C(O)O) 
• 220285-28-9 3-(2-ethoxyphenyl)propionic acid 
• 55001-09-7 methyl 3-(2-methoxyphenyl)propanoate 
• 20349-89-7 methyl 3-(2-hydroxyphenyl)propionate 
• 129967-35-7 phenylmethyl 3-[(4-phenylmethoxy)phenyl]propanoate 
• 59116-13-1 3-(2-Hydroxy-phenyl)-propionic acid propyl ester 
• 268544-18-9 N-succinimidyl 3-(2-hydroxyphenyl)propionate 
• 64-19-7 acetic acid 
• 69-72-7 salicylic acid 
• 20452-56-6 3-(3,6-dioxocyclohexa-1,4-dien-1-yl)propanoic acid 

Relevant articles and documents

Macroporous silica microcapsules immobilizing esterase with high hydrolysis reactivity

An esterase, 3,4-dihydrocoumarin hydrolase, was directly immobilized into silica microcapsules. The hydrolysis reaction of 3,4-dihydrocoumarin by a macroporous silica microcapsule immobilizing the esterase was faster than those by mesoporous ones. Using t

Ruthenium-catalyzed intramolecular arene C(sp2)-H amidation for synthesis of 3,4-dihydroquinolin-2(1 H)-ones

We report the [Ru(p-cymene)(l-proline)Cl] ([Ru1])-catalyzed cyclization of 1,4,2-dioxazol-5-ones to form dihydroquinoline-2-ones in excellent yields with excellent regioselectivity via a formal intramolecular arene C(sp2)-H amidation. The reactions of the 2- and 4-substituted aryl dioxazolones proceeds initially through spirolactamization via electrophilic amidation at the arene site, which is para or ortho to the substituent. A Hammett correlation study showed that the spirolactamization is likely to occur by electrophilic nitrenoid attack at the arene, which is characterized by a negative ρ value of -0.73.

Pd nanoparticles on reverse phase silica gel as recyclable catalyst for Suzuki-Miyaura cross coupling reaction and hydrogenation in water

Two catalytic systems, consisting of palladium nanoparticles supported by reverse phase amino functionalized silica are utilized as catalysts for Suzuki-Miyaura reaction and hydrogenation in water. The catalysts were developed by modifying silica into bidentate ligands, using either 2-pyridinecarboxaldehyde or 2,2′-bipyridine-4,4′-dicarboxylic acid. The synthesized catalysts showed quantitative reaction yields and recyclability with negligible leaching of Pd nanoparticles. Various characterization techniques including XPS, ICP-MS, SEM, BET, XRD, TEM, 1H- and 13C- NMR are used to verify the efficiency of the catalysts.