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117390

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:
508910
EC Number:
202-818-5
MDL number:
MFCD00002542
UNSPSC Code:
12352100
eCl@ss:
39023905
PubChem Substance ID:
24847329
NACRES:
NA.22

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

functional group

carboxylic acid

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 Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(F)

365.0 °F - closed cup

Flash Point(C)

185 °C - closed cup

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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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
A Hage et al.
Applied microbiology and biotechnology, 52(6), 834-838 (2000-01-05)
Ligninolytic basidiomycetes were screened for their ability to reduce aryl acids to the corresponding aldehydes and alcohols. Seven fungal strains converted p-anisic acid in high molar yields to the reduced products. The white-rot fungus Bjerkandera sp. strain BOS55 was one
M Wessels et al.
Journal of natural products, 64(12), 1556-1558 (2002-01-05)
From the hydrophilic extract of the ascidian Polycarpa aurata three new compounds, N-(4-methoxybenzoyl)-N'-methylguanidine (1), butyl 2-(4-methoxyphenyl)-2-oxoacetate (2), and 2-(4-methoxyphenyl)-N-methyl-2-oxoacetamide (3), together with the known compounds methyl 2-(4-methoxyphenyl)-2-oxoacetate (4) and 4-methoxybenzoic acid were isolated. The structures of all isolates were determined
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