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117714

Sigma-Aldrich

3-Methoxybenzoic acid

ReagentPlus®, 99%

Synonym(s):

m-Anisic acid, m-Methylsalicylic acid

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About This Item

Linear Formula:
CH3OC6H4CO2H
CAS Number:
586-38-9
Molecular Weight:
152.15
Beilstein:
508838
EC Number:
209-574-9
MDL number:
MFCD00002499
UNSPSC Code:
12352100
PubChem Substance ID:
24847342
NACRES:
NA.22

product line

ReagentPlus®

Assay

99%

bp

170-172 °C/10 mmHg (lit.)

mp

105-107 °C (lit.)

solubility

95% ethanol: soluble 50 mg/mL, clear, colorless to faintly yellow

SMILES string

COc1cccc(c1)C(O)=O

InChI

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

InChI key

XHQZJYCNDZAGLW-UHFFFAOYSA-N

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General description

3-Methoxybenzoic acid is an important intermediate in the synthesis of natural products.

Application

3-Methoxybenzoic acid was used in the synthesis and characterization of 3-methoxybenzoates of europium (III) and gadolinium (III). It was used in conversion of aromatic carboxylic acids into methyl esters and reduction to the corresponding primary alcohols using a sodium borohydride-THF-methanol system.

Legal Information

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Sodium borohydride reduction of aromatic carboxylic acids via methyl esters.
Saeed A and Ashraf Z.
Journal of Chemical Sciences (Bangalore), 118(5), 419-423 (2006)
Synthesis, characterization and thermal behaviour of solid-state compounds of europium (III) and gadolinium (III) 3-methoxybenzoate.
Dametto PR, et al.
Journal of Thermal Analysis and Calorimetry, 97(2), 765-768 (2009)
K A DeWeerd et al.
Applied and environmental microbiology, 54(5), 1237-1242 (1988-05-01)
O-methyl substituents of aromatic compounds can provide C1 growth substrates for facultative and strict anaerobic bacteria isolated from diverse environments. The mechanism of the bioconversion of methoxylated benzoic acids to the hydroxylated derivatives was investigated with a model substrate and
N Dodoff et al.
Journal of inorganic biochemistry, 54(3), 221-233 (1994-05-15)
The complexes [Pt(bah)2X2], [Pt(NH3)(bah)Cl2].0.5H2O, [Pt(mbah)2X2], and [Pt(NH3)(mbah)Cl2] (bah = benzoic acid hydrazide, mbah = 3-methoxybenzoic acid hydrazide; X = Cl, Br, I) have been prepared and characterized by elemental analysis, electric conductivity, IR, 1H NMR, and electronic spectra. A cis-square
A S Waldman et al.
Nucleic acids research, 19(21), 5943-5947 (1991-11-11)
We determined the effect of 3-methoxybenzamide (3-MB), a competitive inhibitor of poly(ADP-ribose) polymerase (E.C. 2.4.2.30), on intrachromosomal homologous recombination in mouse Ltk- cells. We used a cell line that contained in its genome two defective Herpes thymidine kinase (tk) genes
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