ChemicalBook > CAS DataBase List > 4-Hydroxyphenylacetic acid
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
Preparation Products
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View Lastest Price from 4-Hydroxyphenylacetic acid manufacturers
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
Hebei Weibang Biotechnology Co., Ltd
- Product
- 4-Hydroxyphenylacetic acid 156-38-7
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100 mt
- Release date
- 2024-11-18
Hebei Chuanghai Biotechnology Co,.LTD
- Product
- 4-Hydroxyphenylacetic acid 156-38-7
- Price
- US $5.00-2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000kg
- Release date
- 2024-08-20
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