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Key Documents

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M19201

Sigma-Aldrich

4-Methoxyphenylacetic acid

ReagentPlus®, 99%

Sinónimos:

Homoanisic acid

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About This Item

Fórmula lineal:
CH3OC6H4CH2CO2H
Número de CAS:
104-01-8
Peso molecular:
166.17
Beilstein/REAXYS Number:
1101737
EC Number:
203-166-4
MDL number:
MFCD00004345
UNSPSC Code:
12352100
PubChem Substance ID:
24896588
NACRES:
NA.22

Quality Level

100

product line

ReagentPlus®

assay

99%

bp

140 °C/3 mmHg (lit.)

mp

84-86 °C (lit.)

SMILES string

COc1ccc(CC(O)=O)cc1

InChI

1S/C9H10O3/c1-12-8-4-2-7(3-5-8)6-9(10)11/h2-5H,6H2,1H3,(H,10,11)

InChI key

NRPFNQUDKRYCNX-UHFFFAOYSA-N

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Application

4-Methoxyphenylacetic acid can be used:
  • To prepare methyl 4-methoxyphenylacetate by esterification with dimethyl carbonate using mesoporous sulfated zirconia catalyst.
  • As a ligand to synthesize pharmacologically important dinuclear gallium(III) and phenyltin(IV) carboxylate metal complexes.
  • As a reactant to synthesize hydroxylated (E)-stilbenes by reacting with substituted benzaldehydes via Perkin reaction.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

379.4 °F

flash_point_c

193 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Esterification of 4-methoxyphenylacetic acid with dimethyl carbonate over mesoporous sulfated zirconia
Devulapelli VG and Weng H-S
Catalysis Communications, 10(13), 1711-1717 (2009)
An unusual, mild and convenient one-pot two-step access to (E)-stilbenes from hydroxy-substituted benzaldehydes and phenylacetic acids under microwave activation: a new facet of the classical Perkin reaction
Sinha AK, et al.
Tetrahedron, 63(45), 11070-11077 (2007)
Milena R Kaluderović et al.
European journal of medicinal chemistry, 45(2), 519-525 (2009-11-21)
The reaction of 3-methoxyphenylacetic acid, 4-methoxyphenylacetic acid, mesitylthioacetic acid, 2,5-dimethyl-3-furoic acid and 1,4-benzodioxane-6-carboxylic acid with trimethylgallium (1:1) yielded the dimeric complexes [Me(2)Ga(micro-O(2)CCH(2)C(6)H(4)-3-OMe)](2) (1), [Me(2)Ga(micro-O(2)CCH(2)C(6)H(4)-4-OMe)](2) (2), [Me(2)Ga(micro-O(2)CCH(2)SMes)](2) (3) (Mes=2,4,6-Me(3)C(6)H(2)), [Me(2)Ga{micro-O(2)C(Fur)}](2) (4) (Fur=2,5-dimethylfuran) and [Me(2)Ga{micro-O(2)C(Bdo)}](2) (5) (Bdo=1,4-benzodioxane) respectively. The molecular structure of
Santiago Gómez-Ruiz et al.
Journal of inorganic biochemistry, 102(12), 2087-2096 (2008-09-02)
The reaction of 3-methoxyphenylacetic acid (3-MPAH), 4-methoxyphenylacetic acid (4-MPAH), 2,5-dimethyl-3-furoic acid (DMFUH) or 1,4-benzodioxane-6-carboxylic acid (BZDOH) with triphenyltin(IV) chloride (1:1) or diphenyltin(IV) dichloride (2:1) in the presence of triethylamine yielded the compounds [SnPh3(3-MPA)] (1), [SnPh3(4-MPA)] (2), [SnPh3(DMFU)] (3), [SnPh3(BZDO)] (4)
Ki Hyun Kim et al.
Bioorganic & medicinal chemistry letters, 21(8), 2270-2273 (2011-03-23)
A bioassay-guided fractionation and chemical investigation of the trunk of Berberis koreana resulted in the isolation and identification of a new sesquilignan, named berbikonol (1), along with fourteen known lignan derivatives (2-15) and a new phenolic compound, named berfussinol (16)
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