621-37-4

621-37-4 - Names and Identifiers

Name	3-Hydroxyphenylacetic acid
Synonyms	(3-hydroxyphenyl)acetate 3-hydroxy-benzeneaceticaci 3-Hydroxyphenylacetic acid M-HYDROXYPHENYLACETIC ACID 3-HYDROXYPHENYLACETIC ACID M-hydroxyphenylacetic acid Benzeneacetic acid, 3-hydroxy- 2-(3-hydroxyphenyl)acetic acid META HYDROXY PHENYL ACETIC ACID
CAS	621-37-4
EINECS	210-684-4
InChI	InChI=1/C8H8O3/c9-7-3-1-2-6(4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)/p-1
InChIKey	FVMDYYGIDFPZAX-UHFFFAOYSA-N

621-37-4 - Physico-chemical Properties

Molecular Formula	C8H8O3
Molar Mass	152.15
Density	1.2143 (rough estimate)
Melting Point	129-133°C(lit.)
Boling Point	234.6°C (rough estimate)
Flash Point	179.1°C
Solubility	Ethyl acetate, methanol
Vapor Presure	1.81E-05mmHg at 25°C
Appearance	Crystalline Powder(White to beige-brown)
Color	White to beige-brown
BRN	2086506
pKa	4.21±0.10(Predicted)
PH	2.5-2.7 (20g/l, H2O)
Storage Condition	Inert atmosphere,Room Temperature
Stability	Store in Freezer
Refractive Index	1.4945 (estimate)
MDL	MFCD00004337
Use	Used as an important intermediate in the synthesis of medicine

621-37-4 - Risk and Safety

Hazard Symbols	Xi - Irritant
Risk Codes	36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing.
WGK Germany	3
HS Code	29182990
Hazard Class	IRRITANT

621-37-4 - Reference

Reference

1. Kang Chao, Hao Du, Jian Sijie, Rongna, Liu Xiang, Ding Rui. Effects of phenylacetic acid at different hydroxyl sites on metabolism of four liver microsomal enzymes evaluated by probe drug method [J]. Journal of Shaanxi University of Technology (Natural Science Edition),2021,37(01):50-56 78.
2. Ge, Zhen-zhen, et al. "Metabolites and changes in antioxidant activity of A- type and B- type proanthocyanidin dimers." Journal of agricultural and food chemistry 63.41 (2015): 8991-8998.https:// doi.org/10.1021
3. [IF = 5.279] Zhen-zhen Ge et al."Metabolites and Changes in Antioxidant Activity of A- Type and B- Type Proanthocyanidin Dimers after Incubation with Rat Intestinal Microbiota."J Agr Food Chem. 2015;63(41):8991-8998
4. [IF=4.952] Yuxin Hao et al."Stability and mechanism of phenolic compounds from raspberry extract under in vitro gastrointestinal digestion."Lwt Food Sci Technol. 2021 Mar;139:110552
5. [IF=4.952] Yulong Wei et al."Characterization of blueberry (Vaccinium corymbosum L.) catechol oxidases III binding mechanism in response to selected substrates and inhibitors."Lwt Food Sci Technol. 2022 Mar;158:113142

621-37-4 - Reference Information

Overview	M-hydroxyphenylacetic acid is useful as a pharmaceutical synthesis intermediate. M-hydroxyphenylacetic acid can be prepared by the hydrolysis of aryl halides. Copper-catalyzed hydrolysis of aryl halides without phase transfer catalyst has a very important application prospect, suitable ligands are key to the ability of such reactions to occur. Transition metal-catalyzed hydrolysis of aryl halides is an effective method for the preparation of phenols.
preparation	in a l00mL hydrothermal synthesis reactor, sodium hydroxide (3mmol) and water (5ml) were added, add M-iodophenylacetic acid (0.5mmol), cuprous oxide (0.05mmol), White nut bark alcohol (0.05mmol), the reaction is stirred at 100 ℃ for 6 hours, after cooling, pH was adjusted to 2 with dilute hydrochloric acid, and then extracted with ethyl acetate. The extract was concentrated and then subjected to column chromatography to obtain m-hydroxyphenylacetic acid, 54.0mg, yield 71%.
biological activity	3-hydroxypathogenic acid (3-HPAA) is a kind of phenolic acid, which mainly exists in olive oil wastewater, it is also an intestinal metabolite of the dietary flavonoid quercetin flavonoid quercetin. 3-hydroxy crystalline acid has antibacterial properties.
Use	3-hydroxyphenylacetic acid is a carboxylic acid organic substance, which can be used as a pharmaceutical intermediate.

Last Update：2024-04-09 21:01:54