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Sigma-Aldrich

4-Methoxybenzoic acid

ReagentPlus®, 99%

Synonym(s):

p-Anisic acid, 4-Methoxybenzoic acid, p-Methoxybenzoic acid, Draconic acid

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About This Item

Linear Formula:
CH3OC6H4CO2H
CAS Number:
100-09-4
Molecular Weight:
152.15
Beilstein/REAXYS Number:
508910
EC Number:
202-818-5
MDL number:
MFCD00002542
UNSPSC Code:
12352100
eCl@ss:
39023905
PubChem Substance ID:
24847329
NACRES:
NA.22

Quality Level

100

product line

ReagentPlus®

assay

99%

mp

182-185 °C (lit.)

solubility

H2O: soluble 2500 parts
alcohol: freely soluble
boiling water: soluble
chloroform: freely soluble
diethyl ether: freely soluble
ethyl acetate: freely soluble

SMILES string

COc1ccc(cc1)C(O)=O

InChI

1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10)

InChI key

ZEYHEAKUIGZSGI-UHFFFAOYSA-N

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General description

4-Methoxybenzoic acid is the sole source of carbon and energy for growth in the cultures of Nocardia sp. DSM 1069.

Application

4-Methoxybenzoic acid was used in oxidation and reduction of cytochrome c in solution through different self-assembled monolayers on gold electrodes using cyclic voltammetry.

Legal Information

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

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 1

flash_point_f

365.0 °F - closed cup

flash_point_c

185 °C - closed cup

ppe

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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Melting point standard 182-184°C

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Control of the electron transfer rate between cytochrome c and gold electrodes by the manipulation of the electrode's hydrogen bonding character.
Liu H, et al.
Langmuir, 19(6), 2378-2387 (2003)
Degradation of coniferyl alcohol and other lignin-related aromatic compounds by Nocardia sp. DSM 1069.
Eggeling L and Sahm H.
Archives of Microbiology, 126(2), 141-148 (1980)
Stephen G Bell et al.
Dalton transactions (Cambridge, England : 2003), 41(28), 8703-8714 (2012-06-15)
The crystal structures of the 4-methoxybenzoate bound forms of cytochrome P450 enzymes CYP199A2 and CYP199A4 from the Rhodopseudomonas palustris strains CGA009 and HaA2 have been solved. The structures of these two enzymes, which share 86% sequence identity, are very similar
C Gadgoli et al.
Journal of ethnopharmacology, 66(2), 187-192 (1999-08-05)
p-Methoxy benzoic acid isolated from the methanolic soluble fraction of the aqueous extract of Capparis spinosa L. (Capparidaceae) was found to possess significant antihepatotoxic activity against carbontetrachloride and paracetamol induced hepatotoxicity in vivo and thioacetamide and galactosamine induced hepatotoxicity in
N Chaves et al.
Journal of chemical ecology, 27(3), 611-621 (2001-07-10)
Eleven allelochemicals (ferulic acid, cinnamic acid, 4-hydroxybenzoic acid, hydroxycinnamic acid, methyl propionate, oxalic acid, methylmalonic acid, p-anisic acid, butyric acid, 3-hydroxybutyric acid, and azulene) were identified in the exudate of Cistus ladanifer L. We studied the effect of each on
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