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H50004

Sigma-Aldrich

4-Hydroxyphenylacetic acid

98%

Synonym(s):

(4-Hydroxyphenyl)acetic acid, (p-Hydroxyphenyl)acetic acid, 2-(4′-Hydroxyphenyl)acetic acid, 2-[4-(Hydroxy)phenyl]acetic acid, 4-(Carboxymethyl)phenol, 4-Hydroxybenzeneacetic acid, 4′-Hydroxyphenylacetic acid, p-Hydroxybenzeneacetic acid

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About This Item

Linear Formula:
HOC6H4CH2CO2H
CAS Number:
156-38-7
Molecular Weight:
152.15
Beilstein:
1448766
EC Number:
205-851-3
MDL number:
MFCD00004347
UNSPSC Code:
12352100
PubChem Substance ID:
24895664
NACRES:
NA.22

Quality Level

200

Assay

98%

mp

148-151 °C (lit.)

SMILES string

OC(=O)Cc1ccc(O)cc1

InChI

1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)

InChI key

XQXPVVBIMDBYFF-UHFFFAOYSA-N

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General description

4-Hydroxyphenylacetic acid is a phenolic acid that is esterified with various alcohols to synthesize esters.

Application

Reagent used in the acylation of phenols and amines.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Korean J. Med. Chem., 1, 2-2 (1991)
Kenneth Stensrud et al.
The Journal of organic chemistry, 74(15), 5219-5227 (2009-07-04)
Three new trifluoromethylated p-hydroxyphenacyl (pHP)-caged gamma-aminobutyric acid (GABA) and glutamate (Glu) derivatives have been examined for their efficacy as photoremovable protecting groups in aqueous solution. Through the replacement of hydrogen with fluorine, e.g., a m-trifluoromethyl or a m-trifluoromethoxy versus m-methoxy
Journal of the Chemical Society. Perkin Transactions 1, 3005-3005 (1991)
S N Young et al.
Journal of neurology, neurosurgery, and psychiatry, 45(7), 633-639 (1982-07-01)
Phenylacetic acid, p-hydroxyphenylacetic acid, m-hydroxyphenylacetic acid, phenylalanine, indoleacetic acid, 5-hydroxyindoleacetic acid and tryptophan were measured in lumbar and cisternal cerebrospinal fluid (CSF) taken during pneumoencephalography. The data suggest that the concentration of the acid metabolites of the trace amines tryptamine
Saurav Roy Choudhury et al.
Cell, 178(5), 1205-1221 (2019-08-24)
A hallmark feature of inflammation is the orchestrated recruitment of neutrophils from the bloodstream into inflamed tissue. Although selectins and integrins mediate recruitment in many tissues, they have a minimal role in the lungs and liver. Exploiting an unbiased in vivo
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