7134-13-6

Usage

Uses

Used in Organic Synthesis:
2,4-dimethoxybenzenesulfonic acid serves as a reagent in organic synthesis, facilitating the creation of a range of chemical compounds. Its unique structure allows it to participate in various chemical reactions, making it a valuable component in the synthesis process.
Used in Pharmaceutical Industry:
As a building block, 2,4-dimethoxybenzenesulfonic acid is utilized in the preparation of diverse pharmaceuticals and agrochemicals. Its structural properties contribute to the development of new drugs and agricultural chemicals, enhancing their efficacy and potential applications.
Used in Dye and Pigment Synthesis:
2,4-dimethoxybenzenesulfonic acid also acts as a precursor in the synthesis of dyes and pigments, contributing to the coloration and aesthetic properties of various products. Its role in this industry is crucial for the production of high-quality colorants.
Used in Aromatic Compounds Production:
2,4-dimethoxybenzenesulfonic acid is involved in the synthesis of other aromatic compounds, expanding its utility in the chemical industry and contributing to the creation of a variety of specialty chemicals.
Used in Antimicrobial Applications:
2,4-dimethoxybenzenesulfonic acid has been studied for its potential antibacterial and antifungal properties, indicating its possible use in antimicrobial applications. This could include the development of new antimicrobial agents for medical or industrial use.

Upstream product

• 151-10-0 1,3-Dimethoxybenzene 
• 63624-28-2 2,4-dimethoxybenzenesulfonylchloride 
• 108235-95-6 4-hydroxy-2-methoxy-benzenesulfonic acid 
• 77-78-1 dimethyl sulfate 

Relevant academic research and scientific papers

Sulphonyl Transfer Reactions: Solvolysis of Arenesulphonyl Chlorides in Aqueous Trifluoroethanol

Activation parameters for the solvolysis in aqueous trifluoroethanol of arenesulphonyl chlorides with electron-supplying substituents have been determined; the results are not in accord with earlier proposals that such compounds reacts by an SN1 mechanism.

Reactions of the dihydroxybenzenes and their methyl ethers with sulfur trioxide. The effect of initial sulfation on the sulfonation product distribution

The sulfation and sulfonation resulting from the reaction of the dihydroxybenzenes and their mono- and dimethyl ethers with SO3 in nitromethane have been studied, and their product distributions are reported.As to the non-hydroxy-substituent-containing substrates, 1,2-dimethoxybenzene (3) yields the 4-sulfonic acid (3-4-S) which, upon further sulfonation, yields a 1:4 mixture of the 3,5- and 4,5-S2.The 1,3- (6) and 1,4-isomer (9) yield initially the 4- and 2-S, respectively, and subsequently exclusively 6-4,6- and 9-2,5-S2, respectively.With the substrates containing one hydroxy substituent, the sulfonation isomer distribution is dependent on the SO3 to substrate ratio if the OH and OMe substituents are in ortho or para orientation, due to increasing sulfonation of the corresponding methoxyphenyl hydrogen sulfate.Thus, 2-methoxy- (2) and 4-methoxyphenol (8) with one equiv of SO3 at 0 deg C yield a 3:1 mixture of 2-4-S and 2-5-S and a 9:1 mixture of 8-2-S and 8-3-S, respectively, but, with >/= 4 equiv of SO3, the former reactant yields only 2-5-S and the latter only 8-3-S. 3-Methoxyphenol (5) yields initially a 1:1 mixture of the 4- and 6-sulfonic acid.Further sulfonation yields only 5-O,4,6-S3 which slowly cyclizes to the 1,3,2,4-benzodioxadithiin 2,2,4,4-tetraoxide derivative 11.As to the dihydroxy-containing substrates, 1,2-dihydroxybenzene (1) with 1 equiv of SO3 first yields the hydrogen sulfate 1-O-S which rearranges to 1-4-S; on using an excess of SO3, the eventual product is 1-O(2),4-S2.Similarly, the 1,4-isomer (7) with 1 equiv of SO3 yields initially 7-O-S which isomerizes to 7-2-S.With 6 equiv of SO3, initially 7-O,O-S2 is formed and subsequently its 2-sulfonic acid, which eventually cyclizes slowly to the 1,3,2,4-benzodioxadithiin 2,2,4,4-tetraoxide derivative 12.The 1,3-isomer 4 with 1 equiv of SO3 yields the 4-sulfonic acid.With 4 equiv of SO3, initially 4-O,O-S2 is formed and subsequently 4-4,O,O-S3, which is converted into both 4-O,O,4,6-S4 and the cyclization product 10.Eventually, small amounts of 4-O,2,4,6-S4 and 14-2,6-S2 are formed by transsulfonation.

Sulfonation and sulfation of 1,3-dihydroxybenzene and its methyl ethers in concentrated sulfuric acid

The homogeneous sulfonations of 1,3-dihydroxybenzene (1), its monomethyl (2) and dimethyl ether (3) in concentrated aqueous sulfuric acid at 25 deg C have been studied and isomer distributions and rate coefficients for the sulfonation of 1-3 and their monosulfonic acids are reported.The initial process, upon dissolution of the reactants, is protonation at C(4) and C(6).The subsequent sulfonation of the symmetrical reactants 1 and 3 yields the 4-sulfonic acids and that of 2 the 4- and 6-sulfonic acids, the ratio of which is 0.8 +/- 0.1 at 73.5percent H2SO4.The sulfonation of the 4-sulfonic acid of 1 (1-4-S) yields a mixture of 2,4- and 4,6-disulfonic acids, that of 2-4-S and 3-4-S yields the 4,6-S2 and that of 2-6-S gives a mixture of 2,6- and 4,6-S2.The disulfonic acids 1-2,4-S2 and 2-2,6-S2 both slowly isomerize to yield the 4,6-disulfonic acid isomers.At acid concentrations >= 82.2percent H2SO4, the disulfonic acids of 1 slowly yield 1-2,4,6-S3, whereas those of 2 and 3 are not further sulfonated.The absence of 2-2,4-S2 from 2-4-S and of 2-2,4,6-S3 is discussed in terms of conformer populations of the precursory sulfonic acid substrates.