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Key Documents

189790

Sigma-Aldrich

2,3,4-Trimethoxybenzoic acid

≥98%

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About This Item

Linear Formula:
(CH3O)3C6H2CO2H
CAS Number:
Molecular Weight:
212.20
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

≥98%

form

solid

mp

99-102 °C (lit.)

functional group

carboxylic acid

SMILES string

COc1ccc(C(O)=O)c(OC)c1OC

InChI

1S/C10H12O5/c1-13-7-5-4-6(10(11)12)8(14-2)9(7)15-3/h4-5H,1-3H3,(H,11,12)

InChI key

HZNQSWJZTWOTKM-UHFFFAOYSA-N

Application

2,3,4-Trimethoxybenzoic acid was used in the synthesis of tropoloisoquinoline alkaloid pareitropone. It was also used in the synthesis of isomeric tris(pyrogallol) derivatives and naphthoic acid.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Ken S Feldman et al.
Journal of the American Chemical Society, 124(39), 11600-11601 (2002-09-26)
The synthesis of the tropoloisoquinoline alkaloid pareitropone has been accomplished in 14 steps from 2,3,4-trimethoxybenzoic acid. The key transformations include the generation of an alkylidenecarbene intermediate through intramolecular addition of a tosylamide anion to an alkynyliodonium salt, and the cycloaddition
Hung-Sheng Soung et al.
Neurotoxicity research, 34(3), 375-387 (2018-04-10)
Reserpine (RES)-induced orofacial dyskinesia (OD) has been used as an animal model for human tardive dyskinesia (TD) for decades, due to its strong pathophysiological association with striatal oxidative stress and neural cytoarchitecture alteration. L-Theanine (LT), one of the major amino
Synthesis and characterization of a series of vanadium-tunichrome B 1 analogs. Crystal structure of a tris (catecholamide) complex of vanadium.
Bulls AR, et al.
Journal of the American Chemical Society, 112(7), 2627-2632 (1990)
An oxazoline based approach to (S)-Gossypol.
Meyers AI and Willemsen JJ.
Tetrahedron, 54(35), 10493-10511 (1998)

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