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117714

Sigma-Aldrich

3-Methoxybenzoic acid

ReagentPlus®, 99%

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Synonym(s):
m-Anisic acid, m-Methylsalicylic acid
Linear Formula:
CH3OC6H4CO2H
CAS Number:
Molecular Weight:
152.15
Beilstein/REAXYS Number:
508838
EC Number:
MDL number:
PubChem Substance ID:
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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1 of 4

This Item
H2000893643528498
vibrant-m

117714

3-Methoxybenzoic acid

vibrant-m

H20008

3-Hydroxybenzoic acid

vibrant-m

93643

4-Methoxybenzoic acid

vibrant-m

528498

3-Ethoxybenzoic acid

Quality Level

100

Quality Level

200

Quality Level

300

Quality Level

100

assay

99%

assay

99%

assay

-

assay

97%

mp

105-107 °C (lit.)

mp

200-203 °C (lit.)

mp

182-185 °C (lit.)

mp

136-140 °C (lit.)

bp

170-172 °C/10 mmHg (lit.)

bp

-

bp

-

bp

-

product line

ReagentPlus®

product line

ReagentPlus®

product line

TraceCERT®

product line

-

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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)
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
D H Lee et al.
Xenobiotica; the fate of foreign compounds in biological systems, 29(9), 909-916 (1999-11-05)
1. 2-(Allylthio)pyrazine (2-AP) has been demonstrated to protect the liver against toxicants by inhibiting CYP2E1 activity. Since 2-mercaptopyrazine (2-MP) is presumed to be a metabolite of 2-AP, the experiments were performed to determine whether rat liver microsomal and/or cytosolic preparations
Lloyd G Czaplewski et al.
Bioorganic & medicinal chemistry letters, 19(2), 524-527 (2008-12-10)
3-Methoxybenzamide is a weak inhibitor of the essential bacterial cell division protein FtsZ. Exploration of the structure-activity relationships of 3-methoxybenzamide analogues led to the identification of potent anti-staphylococcal compounds.

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