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47743

Sigma-Aldrich

4-Formylphenoxyacetic acid

≥97.0% (T)

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About This Item

Empirical Formula (Hill Notation):
C9H8O4
CAS Number:
22042-71-3
Molecular Weight:
180.16
Beilstein/REAXYS Number:
779885
EC Number:
244-749-3
MDL number:
MFCD00016613
UNSPSC Code:
12352100
PubChem Substance ID:
57651097
NACRES:
NA.22

assay

≥97.0% (T)

form

solid

mp

193-196 °C

storage temp.

2-8°C

SMILES string

OC(=O)COc1ccc(C=O)cc1

InChI

1S/C9H8O4/c10-5-7-1-3-8(4-2-7)13-6-9(11)12/h1-5H,6H2,(H,11,12)

InChI key

OYNIIKHNXNPSAG-UHFFFAOYSA-N

General description

4-Formylphenoxyacetic acid is a formylphenoxyaliphatic acid that reacts with dimedone to form 1,8-dioxo-octahydroxanthenes. It participates in the synthesis of 4-substituted benzaldehyde derivatives and 4-carboxypheoxyacetic acid.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Self-catalyzed syntheses, structural characterization, DPPH radical scavenging-, cytotoxicity-, and DFT studies of phenoxyaliphatic acids of 1, 8-dioxo-octahydroxanthene derivatives.
Kumar GSS, et al.
Journal of Molecular Structure, 1059, 51-60 (2014)
Synthesis of 2-, 3-and 4-Carboxyphenoxyacetic Acid: A Necessary Modi?cation.
Adak MM.
Asian Journal of Chemistry, 5(2), 464-466 (1993)
Wei Yi et al.
European journal of medicinal chemistry, 45(2), 639-646 (2009-11-26)
A series of novel 4-hydroxybenzaldehyde derivatives were synthesized and their inhibitory effects on the diphenolase activity of mushroom tyrosinase were investigated. Most of target compounds had more potent inhibitory activities than the parent compound 4-hydroxybenzaldehyde (IC(50)=1.22 mM). Interestingly, compound 3c

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