4-Hydroxyphenylacetic acid

Description Referrence

Product Name: 4-Hydroxyphenylacetic acid
CAS No.: 156-38-7
Chemical Name: 4-Hydroxyphenylacetic acid
Synonyms: P-HYDROXYPHENYLACETIC ACID;PHPA;2-(4-hydroxyphenyl)acetic acid;4-Hydroxybenzeneacetic acid;4-carboxymethylphenol;4-Hydroxyphenylacetic;4-hydrophenylacetic acid;4-hydroxybenzeneaceticacid;Benzeneacetic acid, 4-hydroxy-;NSC 27460
CBNumber: CB6314323
Molecular Formula: C8H8O3
Formula Weight: 152.15
MOL File: 156-38-7.mol

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4-Hydroxyphenylacetic acid Property

Melting point:: 148-151 °C(lit.)
Boiling point:: 234.6°C (rough estimate)
Density: 1.2143 (rough estimate)
vapor pressure: 0.007Pa at 25℃
refractive index: 1.4945 (estimate)
storage temp.: Inert atmosphere,Room Temperature
solubility: 50g/l
pka: 4.50±0.10(Predicted)
form: Crystalline Powder
color: White to cream or light tan
PH: 2.0-2.4 (30g/l, H2O, 20℃)
Water Solubility: Soluble in dimethyl sulfoxide and methanol. Slightly soluble in water.
BRN: 1448766
InChIKey: XQXPVVBIMDBYFF-UHFFFAOYSA-N
LogP: 0.75 at 25℃
CAS DataBase Reference: 156-38-7(CAS DataBase Reference)
NIST Chemistry Reference: Benzeneacetic acid, 4-hydroxy-(156-38-7)
EPA Substance Registry System: Benzeneacetic acid, 4-hydroxy- (156-38-7)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36-24/25
WGK Germany: 3
RTECS: AI2680000
Hazard Note: Irritant
TSCA: Yes
HS Code: 29182990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: H50004
Product name: 4-Hydroxyphenylacetic acid
Purity: 98%
Packaging: 5g
Price: $28
Updated: 2024/03/01

Sigma-Aldrich

Product number: H50004
Product name: 4-Hydroxyphenylacetic acid
Purity: 98%
Packaging: 25g
Price: $51.1
Updated: 2024/03/01

Sigma-Aldrich

Product number: 55206
Product name: 4-Hydroxyphenylacetic acid
Purity: analytical standard
Packaging: 10MG
Price: $53.5
Updated: 2022/05/15

Sigma-Aldrich

Product number: 55206
Product name: 4-Hydroxyphenylacetic acid
Purity: analytical standard
Packaging: 50MG
Price: $108
Updated: 2022/05/15

TCI Chemical

Product number: H0290
Product name: 4-Hydroxyphenylacetic Acid
Purity: >99.0%(GC)(T)
Packaging: 25g
Price: $22
Updated: 2024/03/01

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4-Hydroxyphenylacetic acid Chemical Properties,Usage,Production

Description

4-Hydroxyphenylacetic acid is an acetate derivative used in the acylation of phenols and amines1. It is an active component of Chinese herb Aster tataricus which had been widely used in China for the treatment of pulmonary diseases, HBV, and carcinoma. It is an active metabolite of amino acid metabolism. Study has also shown that it can attenuate inflammation and edema through suppressing hypertonic and hypoxic induction of HIF-1α in seawater aspiration-induced lung injury in rats. In chemical industry, it is an intermediate used to synthesize atenolol and 3, 4-dihydroxyphenylacetic acid.

Referrence

Liu, Zhongyang, et al. "4-Hydroxyphenylacetic Acid Attenuated Inflammation and Edema via Suppressing HIF-1α in Seawater Aspiration-Induced Lung Injury in Rats." International Journal of Molecular Sciences 15.7(2014):12861-84.
Ng, T.B.; Liu, F.; Lu, Y.; Cheng, C.H.; Wang, Z. Antioxidant activity of compounds from the medicinal herb Aster tataricus. Comp. Biochem. Physiol. 2003, 136, 109–115.
Du, L.; Mei, H.F.; Yin, X.; Xing, Y.Q. Delayed growth of glioma by a polysaccharide from Aster tataricus involve upregulation of Bax/Bcl-2 ratio, activation of caspase-3/8/9, and downregulation of the Akt. Tumour Biol. 2014, 35, 1819–1825.

Chemical Properties

4-Hydroxyphenylacetic acid is a white to cream or light tan crystalline powder. sublimation. Insoluble in cold water, soluble in hot water, ether, ethanol, ethyl acetate. In the case of ferric chloride, it is a purple-green precipitate. It is used as a pharmaceutical raw material for the synthesis of cephalosporin antibiotics, antipyretic analgesics.

Uses

It is used as a reagent in the acylation of phenols and amines. It is also used for fluorometric determination of oxidative enzymes.

Uses

A compound present in olive oil. An important fine chemical intermediate with broad prospects for application development.

Preparation

4-Hydroxyphenylacetic acid is synthesized by diazotization and hydrolysis of 4-aminophenylacetic acid.
4-aminophenylacetic acid and alkali solution are prepared into sodium salt, and then sulfuric acid is added. Cool to 0°C, control the temperature at 0-5°C, and add sodium nitrate solution dropwise, and the reaction is completed for 0.5h. The obtained diazonium was added dropwise to dilute sulfuric acid at 90-95°C for about 1 hour, and the reaction was continued for 1 hour. The reaction solution was decolorized and filtered, cooled and extracted with ethyl acetate, and the extract was recovered with ethyl acetate to obtain 4-Hydroxyphenylacetic acid. The yield is about 85%.

Definition

ChEBI: 4-hydroxyphenylacetic acid is a monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group. It has a role as a plant metabolite, a fungal metabolite, a human metabolite and a mouse metabolite. It is a monocarboxylic acid and a member of phenols. It derives from an acetic acid. It is a conjugate acid of a 4-hydroxyphenylacetate.

Flammability and Explosibility

Not classified

Purification Methods

Crystallise the acid from water or Et2O/pet ether. The p-bromophenacyl ester has m 117o (from EtOH). [Beilstein 10 II 112, 10 III 430, 10 IV 543.]

4-Hydroxyphenylacetic acid Preparation Products And Raw materials

Raw materials

Glyoxal Phenol 4-Aminophenylacetic acid Glyoxylic acid

Preparation Products

2-[3-(2H-Benzotriazol-2-yl)-4-hydroxyphenyl]ethyl methacrylate Methyl 4-hydroxyphenylacetate Ethyl 4-hydroxyphenylacetate Cefprozil hydrate Isobutylparaben Camostat 4-Hydroxyphenylacetamide Bufexamac P-TOLYL-ACETYL CHLORIDE 4-METHOXYPHENYLACETYL CHLORIDE

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View Lastest Price from 4-Hydroxyphenylacetic acid manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd

Product: 4-Hydroxyphenylacetic acid 156-38-7
Price: US $10.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20 ton
Release date: 2024-11-27

Wuhan Circle Star Chem-medical Technology Co.,Ltd

Product: 4-Hydroxyphenylacetic acid 156-38-7
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98
Supply Ability: 1000
Release date: 2025-01-03

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD

Product: 4-Hydroxyphenylacetic acid 156-38-7
Price: US $980.00-750.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 5000
Release date: 2024-08-15

156-38-7, 4-Hydroxyphenylacetic acidRelated Search:

4-Hydroxybenzyl cyanide Folic acid Stearic acid 4'-Hydroxyacetophenone p-(2-Methoxyethyl) phenol 2,2-Diphenylacetic acid Ethyl 2-(Chlorosulfonyl)acetate 2-Methylphenylacetic acid Tyramine 3,4-Dihydroxyphenylacetic acid 2-(4-HYDROXYPHENYL)ACETALDEHYDE Citric acid Phenethyl phenylacetate 4-Hydroxyphenylacetamide 4-Hydroxyphenethyl alcohol 4-Nitrophenyl chloroformate Ascoric Acid Methylparaben

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CARBOXYLIC ACID

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