7134-12-5

Usage

Type of compound

Sulfonic acid derivative

Parent compound

1,2-dimethoxybenzene

Usage

Catalyst in organic reactions

Acid strength

Strong acid

Metal complex formation

Forms stable complexes with transition metals

Applications

Metal-catalyzed reactions, synthesis of pharmaceuticals and dyes

Additional uses

Surfactant in detergent manufacturing, electroplating industry

Versatility

Important chemical compound with a range of applications in various industries

Upstream product

• 91-16-7 1,2-dimethoxybenzene 
• 23095-31-0 3,4-dimethoxybenzene-1-sulfonyl chloride 
• 74-88-4 methyl iodide 
• 7134-09-0 3,4-dihydroxybenzenesulfonic acid 

Downstream Products

• 16241-25-1 potassium guaiacol sulfonate 

Relevant academic research and scientific papers

CATECHOL BASED DERIVATIVES FOR USE IN THE PREVENTION OF DNA DAMAGE

The invention further relates to said compounds for use as a medicament, for use in the prevention of DNA damage, and/or for use in the treatment or prevention of a disease associated with iron induced oxidative stress. This invention relates to compounds containing a catechol core.

A process for the preparation of sulfonic acid potassium guaiacol

The invention discloses a preparation method of sulfogaiacol. The preparation method comprises the following steps: by taking sulfuric acid as a solvent and a sulfonating agent, cooling to -5 DEG C to 10 DEG C; adding o-dimethoxybenzene, then heating and

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 on reaction of 1,2-dihydroxybenzene and its methyl ethers in concentrated aqueous sulfuric acid

The homogeneous sulfonation of 1,2-dihydroxybenzene (1), its monomethyl (2) and dimethyl ether (3) in concentrated aqueous sulfuric acid at 25 deg C has been studied and isomer distributions, as well as rate coefficients for the sulfonation of 1-3 and their monosulfonic acids, have been determined.In 73.5-87.5percent H2SO4, 1 yields the 3- and 4-sulfonic acids in a ratio of 25:75, 2 yields the 4-, 5- and 6-sulfonic acids in a ratio of 46:36:18 in 73.5percent H2SO4 and 50:39:11 in 87.5percent H2SO4, whereas 3 yields only the 4-sulfonic acid.The remarkable absence of the 3-sulfonic acid (87.5percent H2SO4, the 4-sulfonic acid of 1 and the 5-sulfonic acid of 2 are present in part in the form of their hydrogen sulfate.In that acid region, the 3- and 4-sulfonic acids of 1 both yield the 3,5-disulfonic acid, the 4- and 6-sulfonic acids of 2 both yield the 4,6-disulfonic acid and the 4-sulfonic acid of 3 mainly yields the 4,6- together with some 4,5-disulfonic acid.