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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

Quality Level

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
3-Methoxybenzoic acid ReagentPlus®, 99%

117714

3-Methoxybenzoic acid

3-Hydroxybenzoic acid ReagentPlus®, 99%

H20008

3-Hydroxybenzoic acid

4-Methoxybenzoic acid certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

93643

4-Methoxybenzoic acid

3-Ethoxybenzoic acid 97%

528498

3-Ethoxybenzoic acid

solubility

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

solubility

-

solubility

-

solubility

-

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)
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.
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

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