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257966

Sigma-Aldrich

2,5-Dimethoxybenzoic acid

98%

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About This Item

Linear Formula:
(CH3O)2C6H3CO2H
CAS Number:
Molecular Weight:
182.17
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

mp

76-78 °C (lit.)

SMILES string

COc1ccc(OC)c(c1)C(O)=O

InChI

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

InChI key

NYJBTJMNTNCTCP-UHFFFAOYSA-N

Application

2,5-Dimethoxybenzoic acid has been used in synthesis of:
  • galbulimima alkaloid GB 13[1]
  • 3,4-dihydrofluoren-2(1H)-ones via reductive alkylation[2]

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Reductive alkylation of 2, 5-dimethoxybenzoic acid: a direct synthesis of dihydrofluoren-2-ones.
Hook JM and Mander LN.
The Journal of Organic Chemistry, 45(9), 1722-1724 (1980)
Lewis N Mander et al.
Journal of the American Chemical Society, 125(9), 2400-2401 (2003-02-27)
This contribution describes a synthetic approach to alkaloid GB 13, previously isolated from the North Australian and Papua New Guinean rain forest tree Galbulimima belgraveana. A Birch reductive alkylation of 2,5-dimethoxybenzoic acid by 3-methoxybenzyl bromide, followed by an acid-catalyzed cyclization
Erick F de Oliveira et al.
Journal of photochemistry and photobiology. B, Biology, 214, 112081-112081 (2020-11-27)
The objective of this study was to investigate synergistic antibacterial activity based on a combination of UV-A light and three classes of food grade compounds: benzoic acid derivatives, cinnamic acid derivatives, and gallates. By using Escherichia coli O157:H7 as the

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