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Merck
CN

117714

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24847342
EC Number:
209-574-9
Beilstein/REAXYS Number:
508838
MDL number:
MFCD00002499

Key Documents

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Product Name

3-Methoxybenzoic acid, ReagentPlus®, 99%

InChI key

XHQZJYCNDZAGLW-UHFFFAOYSA-N

InChI

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

SMILES string

COc1cccc(c1)C(O)=O

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

functional group

carboxylic acid

Quality Level

100

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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.

General description

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

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
STBF3336V
06210PE
06929HE
08317BE
10612TD

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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
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.
Thi-Huu Nguyen et al.
Organic letters, 7(12), 2445-2448 (2005-06-04)
[reaction: see text] If employed in THF at 0 degrees C, LTMP metalates meta-anisic acid at the doubly activated position. In contrast, n-BuLi/t-BuOK deprotonates position C-4 preferentially at low temperature. Functionalization at C-6 requires protection of the C-2 site beforehand.
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