2-Methoxybenzoic acid

Name: 2-Methoxybenzoic acid
Brand: ALDRICH
Price: 38.76 USD

ReagentPlus^®, 99%

Synonym(s):

O-Methylsalicylic acid, o-Anisic acid

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About This Item

Linear Formula:

CH₃OC₆H₄CO₂H

CAS Number:

579-75-9

Molecular Weight:

152.15

Beilstein/REAXYS Number:

509929

EC Number:

209-447-8

MDL number:

MFCD00002431

UNSPSC Code:

12352100

PubChem Substance ID:

24850281

NACRES:

NA.22

Key Documents

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product line

ReagentPlus^®

assay

99%

form

powder

mp

98-100 °C (lit.)

functional group

carboxylic acid

SMILES string

COc1ccccc1C(O)=O

InChI

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

Inchi Key

ILUJQPXNXACGAN-UHFFFAOYSA-N

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This Item	147494	42183	8.05971
Sigma-Aldrich 169978 2-Methoxybenzoic acid	Sigma-Aldrich 147494 2-Ethoxybenzoic acid	Supelco 42183 Melting point standard 182-184°C	Sigma-Aldrich 8.05971 4-Methoxybenzoic acid
assay 99%	assay 98%	assay -	assay ≥98.0% (HPLC)
Quality Level 100	Quality Level 200	Quality Level 100	Quality Level 200
form powder	form solid	form -	form powder
mp 98-100 °C (lit.)	mp 19.3-19.5 °C (lit.)	mp 182-184 °C (±0.3°C), 182-185 °C (lit.)	mp 182-185 °C
product line ReagentPlus^®	product line -	product line -	product line -
functional group carboxylic acid	functional group carboxylic acid	functional group -	functional group -

General description

2-Methoxybenzoic acid was added as carbon supplement in the culture medium of Moraxella osloensis[1]. Photophysics of 2-methoxybenzoic acid has been investigated using both the time-correlated single photon counting and the fluorescence up-conversion techniques[2].

Application

2-Methoxybenzoic acid was used as internal standard during quantification of free and conjugated salicylic acid in tomato (Lycopersicon esculentum) cells by HPLC[3]. It was also employed in the synthesis of pthalides[4].

Legal Information

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

291.2 °F - closed cup

flash_point_c

144 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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Involvement of endogenous salicylic acid content, lipoxygenase and antioxidant enzyme activities in the response of tomato cell suspension cultures to NaCl.

Molina A, et al.

The New phytologist, 156(3), 409-415 (2002)

Heterocycles, 39, 47-47 (1994)

The photophysics of salicylic acid derivatives in aqueous solution.

Pozdnyakov IP, et al.

Journal of the Physical Society of Japan, 22(5), 449-454 (2009)

Purification and properties of gentisate 1,2-dioxygenase from Moraxella osloensis.

R L Crawford et al.

Journal of bacteriology, 121(3), 794-799 (1975-03-01)

Gentisate:oxygen 1,2-oxidoreductase (decyclizing) (EC 1.13.11.4; gentisate 1,2-dioxygenase) from Moraxella osloensis was purified to homogeneity as shown by polyacrylamide gel electrophoresis. The enzyme has a molecular weight of about 154,000 and gives rise to subunits of molecular weight 40,000 in the

Synthesis of (+/-)- and (-)-vibralactone and vibralactone C.

Quan Zhou et al.

The Journal of organic chemistry, 73(20), 8049-8056 (2008-09-20)

Mander reductive alkylation of methyl 2-methoxybenzoate with prenyl bromide and hydrolysis of the enol ether afforded methyl 6-oxo-1-prenyl-2-cyclohexenecarboxylate. This was converted in five steps (reduction of the ketone, saponification, iodolactonization, ozonolysis, and intramolecular aldol reaction) to a spiro lactone cyclopentenal.

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2-Methoxybenzoic acid