Sulfonic acid salts, alkylation

Sulfates or sulfonates Alkali metal salts of sulfated alcohols, sulfonic acid salts alkyl-aryl sulfonates sodium laiiryl sulfate Nonaqiieoiis systems mixed aqueous and nonaqiieoiis systems oil-well drilling muds spent H3SO4 recovery deep-fat frying... 

A munber of organic compounds are suitable for use as tracers in a process for monitoring the flow of subterranean fluids. The following traces have been proposed benzene tetracarboxylic acid, methylbenzoic acid, naphthalenesulfonic acid, naphthalenedisulfonic acid, naphthalene-trisulfonic acid, alkyl benzene sulfonic acid, alkyl toluene sulfonic acid, alkyl xylene sulfonic acid, a-olefin sulfonic acid, salts of the foregoing acids, naphthalenediol, aniline, substituted aniline, pyridine, substituted pyridines [883]. 

Alkyl halides, alkyl sulfonates, and alkyl sulfates undergo nucleophilic displacement by aqueous sulfite to afford sulfonic acid salts under very mild conditions.This chemistry is traditionally referred to as... 

Aromatic sulfonic acids can be converted to their respective salts by neutralization with an appropriate base. For example, reaction of potassium hydroxide (KOH) with a sulfonic acid produces a potassium sulfonate sodium hydroxide (NaOH) and the sulfonic add produce a sodium sulfonate and ammonium hydroxide (NH4OH) and the aromatic sulfonic acid produce anunonium sulfonate. A wide range of aromatic sulfonic acid salts can be produced from various aliphatic and aromatic amines and metal cations. The neutralization is conveniently done in water, since the sulfonates, and even more so the short alkyl chain hydrotropes, are generally water soluble to the extent of 30-50%. 

Detergent (Section 17.8) A long-chain alkyl sulfonic acid salt. 

Reaction of diarylphosphide with haloalkyl sulfonic acid salt or sultone giving diaryl alkyl phosphine. ... 

Figure 4.6 Formulae of four conventional organic compounds used for the synthesis of amphiphilic metal salts. In the case of alkyl aryl sulfonic acids and alkyl aryl phenols, the alkyl groups (propylene tetramer) are often ramified and their location on the aromatic ring depends on the synthesis process.

Chem. Descrip. Alkyl sulfonic acid salt... 

They introduced chirality on the a-methylpiperidine core in a biocatalytic transamination using a three-enzyme system with excellent enantioselectivity (>99% ee). Low diastereoselectivity of the lactam reduction was overcome by the development of a camphor sulfonic acid salt formatioa A chemoselective O-alkylation with 5-fluoro-2-hydroxypyridine was optimized and developed. Overall, 1.2 kg of MK-6069 was prepared in nine steps and 13% overall yield. 

Emulsifiers. Removing the remover is just as important as removing the finish. For water rinse removers, a detergent that is compatible with the remover formula must be selected. Many organic solvents used in removers are not water soluble, so emulsifiers are often added (see Emulsions). Anionic types such as alkyl aryl sulfonates or tolyl fatty acid salts are used. In other appHcations, nonionic surfactants are preferred and hydrophilic—lipophilic balance is an important consideration. 

Sulfonic acids are prone to reduction with iodine [7553-56-2] in the presence of triphenylphosphine [603-35-0] to produce the corresponding iodides. This type of reduction is also facile with alkyl sulfonates (16). Aromatic sulfonic acids may also be reduced electrochemicaHy to give the parent arene. However, sulfonic acids, when reduced with iodine and phosphoms [7723-14-0] produce thiols (qv). Amination of sulfonates has also been reported, in which the carbon—sulfur bond is cleaved (17). Ortho-Hthiation of sulfonic acid lithium salts has proven to be a useful technique for organic syntheses, but has Httie commercial importance. Optically active sulfonates have been used in asymmetric syntheses to selectively O-alkylate alcohols and phenols, typically on a laboratory scale. Aromatic sulfonates are cleaved, ie, desulfonated, by uv radiation to give the parent aromatic compound and a coupling product of the aromatic compound, as shown, where Ar represents an aryl group (18). 

Zinc chloride is a Lewis acid catalyst that promotes cellulose esterification. However, because of the large quantities required, this type of catalyst would be uneconomical for commercial use. Other compounds such as titanium alkoxides, eg, tetrabutoxytitanium (80), sulfate salts containing cadmium, aluminum, and ammonium ions (81), sulfamic acid, and ammonium sulfate (82) have been reported as catalysts for cellulose acetate production. In general, they require reaction temperatures above 50°C for complete esterification. Relatively small amounts (<0.5%) of sulfuric acid combined with phosphoric acid (83), sulfonic acids, eg, methanesulfonic, or alkyl phosphites (84) have been reported as good acetylation catalysts, especially at reaction temperatures above 90°C. 

In laboratory preparations, sulfuric acid and hydrochloric acid have classically been used as esterification catalysts. However, formation of alkyl chlorides or dehydration, isomerization, or polymerization side reactions may result. Sulfonic acids, such as benzenesulfonic acid, toluenesulfonic acid, or methanesulfonic acid, are widely used in plant operations because of their less corrosive nature. Phosphoric acid is sometimes employed, but it leads to rather slow reactions. Soluble or supported metal salts minimize side reactions but usually require higher temperatures than strong acids. 

Alkyl halides or alkyl sulfates, treated with the salts of sulfinic acids, give sulfones. A palladium catalyzed reaction with a chiral complexing agent led to sulfones with modest asymmetric induction. Alkyl sulfinates (R SO—OR) may be side products. Sulfonic acids themselves can be used, if DBU (p. 1337) is... 

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