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D132004

Sigma-Aldrich

3,5-Dimethoxybenzoic acid

97%

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About This Item

Linear Formula:
(CH3O)2C6H3CO2H
CAS Number:
1132-21-4
Molecular Weight:
182.17
Beilstein:
511834
EC Number:
214-473-8
MDL number:
MFCD00002502
UNSPSC Code:
12352100
PubChem Substance ID:
24893254
NACRES:
NA.22

Assay

97%

form

powder

mp

178-180 °C (lit.)

SMILES string

COc1cc(OC)cc(c1)C(O)=O

InChI

1S/C9H10O4/c1-12-7-3-6(9(10)11)4-8(5-7)13-2/h3-5H,1-2H3,(H,10,11)

InChI key

IWPZKOJSYQZABD-UHFFFAOYSA-N

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Application

3,5-Dimethoxybenzoic acid (3,5-DmeoxBA) can be used as a reactant for the synthesis of:
  • 5,7-Dimethoxy-3,4-diphenylisocoumarin by coupling with diphenylacetylene.
  • Biotin dimedone, a reagent used in the study of protein sulfenation.

It can also be used as a ligand to synthesize lanthanide complexes [Ln(3,5-DmeoxBA)3(phen)]2; where phen is 1,10-phenanthroline.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

D132004-BULK:
D132004-VAR:
D132004-100G:
D132004-25G:
D132004-1KG:

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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Crystal structures, luminescence, and thermodynamic properties of lanthanide complexes with 3, 5-dimethoxybenzoic acid and 1, 10-phenanthroline.
Zheng JR, et al.
The Journal of Chemical Thermodynamics, 57(9), 169-177 (2013)
Protein sulfenation as a redox sensor: proteomics studies using a novel biotinylated dimedone analogue.
Charles RL, et al.
Molecular and Cellular Proteomics, 6(9), 1473-1484 (2007)
Rhodium-and iridium-catalyzed oxidative coupling of benzoic acids with alkynes via regioselective C- H bond cleavage.
Ueura K, et al.
The Journal of Organic Chemistry, 72(14), 5362-5367 (2007)
Marta Olech et al.
Molecules (Basel, Switzerland), 25(8) (2020-04-25)
Fast and reliable determination of polyphenols is a quite common goal during investigation of new plant materials and herbal products, their standardization, quality control, or chemo-taxonomical studies. The aim of this study was to develop and validate methods based on
Alla V Lipeeva et al.
European journal of medicinal chemistry, 100, 119-128 (2015-06-17)
A series of 2-(4-R-triazolyl)substituted 3-oxo-2,3-dihydrofurocoumarins have been synthesized by a regioselective cycloaddition of 2-azidooreoselone 1 or 2-azido-9-[(4-methylpiperazin-1-yl)methyl]oreoselone 2 with various alkynes in the presence of Cu(II)/ascorbate in water/methylene chloride reaction medium. The structure of 2-azidooreoselone was established by X-ray structure

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