16066-35-6

Basic information

• Product Name: p-cumenesulphonic acid
• Synonyms: p-cumenesulphonic acid;4-Cumenesulfonic acid
• CAS NO: 16066-35-6
• Molecular Formula: C₉H₁₂O₃S
• Molecular Weight: 200.25478
• EINECS: 240-210-1
• Mol File: 16066-35-6.mol

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.233g/cm³
• Vapor Pressure: 69.8Pa at 20℃
• Refractive Index: 1.54
• PKA: -0.45±0.50(Predicted)
• Water Solubility: 50g/L at 20℃
• CAS DataBase Reference: p-cumenesulphonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: p-cumenesulphonic acid(16066-35-6)
• EPA Substance Registry System: p-cumenesulphonic acid(16066-35-6)

Safety Data

• Hazardous Substances Data: 16066-35-6(Hazardous Substances Data)

Usage

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C9H12O3S/c1-7(2)8-3-5-9(6-4-8)13(10,11)12/h3-7H,1-2H3,(H,10,11,12)

Upstream product

• 98-82-8 Isopropylbenzene 
• 536-66-3 p-isopropylbenzoic acid 
• 22033-08-5 m-cumenesulfonic acid 

Downstream Products

• 99-89-8 4-Isopropylphenol 
• 54997-90-9 4-isopropylbenzenesulfonyl chloride 
• 15763-76-5 sodium p-isopropylbenzenesulfonate 
• 426820-07-7 1-(4-isopropyl-benzenesulfonyl)-2-tridecyl-4-trityl-piperazine 
• 98-82-8 Isopropylbenzene 
• 7664-93-9 sulfuric acid 
• 22033-07-4 cumenesulphonic acid 
• 22033-08-5 m-cumenesulfonic acid 

Relevant articles and documents

SOLUBILITY OF TOLUENE IN AQUEOUS SODIUM ALKYLBENZENESULFONATE SOLUTIONS.

The solubility of toluene in aqueous solutions of nine substituted sodium benzenesulfonates with short side chains was determined at 25 and 55 degree C using gas chromatography for the analysis of the saturated solutions. Tenax GC, which is used mostly for the separation of high boiling polar compounds, was found suitable for the analysis of aqueous solutions of toluene, a nonpolar, lower boiling compound. The solubility of toluene generally increases with sulfonate concentration except for the lowest members of the series (benzene- and toluenesulfonate) where a slight decrease in solubility (salting out) occurs at low concentrations. Toluene solubility in the aqueous phase generally increases with the number of alkyl carbons on the benzene ring. This work is relevant to oil recovery.

Architectural diversity and elastic networks in hydrogen-bonded host frameworks: From molecular jaws to cylinders

Guest-free guanidinium organomonosulfonates (GMS) and their inclusion compounds display a variety of lamellar crystalline architectures distinguished by different "up-down" projections of the organomonosulfonate residues on either side of a two-dimensional (2D) hydrogen-bonding network of complementary guanidinium ions (G) and sulfonate moieties (S), the so-called GS sheet. Using a combinatorial library of 24 GMS hosts and 26 guest molecules, a total of 304 inclusion compounds out of a possible 624 possible host-guest combinations were realized, revealing a remarkable capacity of the GMS hosts to form inclusion compounds despite the facile formation of the corresponding guest-free compounds and the absence of "predestined" inclusion cavities like those in related guanidinium organodisulfonate host frameworks. The GS sheets in the inclusion compounds behave as "molecular jaws" in which organomonosulfonate groups projecting from opposing sheets clamp down on the guest molecules, forming ordered interdigitated arrays of the host organic groups and guests. Both the guest-free and inclusion compounds display a variety of architectures that reveal the structural integrity of two-dimensional GS sheet and the unique ability of these hosts to conform to the steric demands of the organic guests. Certain GMS host-guest combinations prompt formation of tubular inclusion compounds in which the GS sheet curls into cylinders with retention of the 2D GS network. The cylinders assemble into hexagonal arrays through interdigitation of the organosulfonate residues that project from their outer surfaces, crystallizing in high-symmetry trigonal or hexagonal space groups. This unique example of network curvature and structural isomerism between lamellar and cylindrical structures, with retention of supramolecular connectivity, is reminiscent of the phase behavior observed in surfactant microstructures and block copolymers. The large number of host-guest combinations explored here permits grouping of the inclusion compound architectures according to the shape of the guests and the relative volumes of the organomonosulfonate groups, enabling more reliable structure prediction for this class of compounds than for molecular crystals in general.

Regioselective Sulfonation of Aromatic Compounds over 1,3-Disulfonic Acid Imidazolium Chloride under Aqueous Media

1,3-Disulfonic acid imidazolium chloride ([Dsim]Cl), as a Bronsted acidic ionic liquid, is introduced for the sulfonation of aromatic compounds by in situ generation of sulfuric acid at 50 °C under mild conditions and in aqueous medium.

METHOD FOR PRODUCING AROMATIC ALKOXY KETONES

The invention relates to a method for producing aromatic alkoxy ketones. According to said method, an alkoxyalkyl aromate of general formula RO(Ar)CHCH3R', wherein R represents methyl, ethyl, propyl, butyl or tert.-butyl, Ar represents phenyl or naphthyl, and R' represents hydrogen or methyl, is reacted in the presence of oxygen, a transition metal salt and an organic alkyl ammonium compound, in a liquid phase at a temperature of between 40 and 150 °C.

A novel method for sulfonation of aromatic rings with silica sulfuric acid

Direct and chemoselective sulfonation of aromatic compounds with silica sulfuric acid in 1,2-dichloeoethane or under solvent-free conditions.

Structure-activity relationships in platelet-activating factor (PAF). 11-From PAF-antagonism to phospholipase A2 inhibition: Syntheses and structure-activity relationships in 1-arylsulfamido-2-alkylpiperazines

1-Benzoyl-2-alkyl piperazines are strong inhibitors of Group I and II secreted PLA2s. An improvement of their activity was obtained by replacing the amide function by a sulfamide and by introduction of electrodonor substituents on the para position of the benzenesulfonyl moiety. Neither the position on one of the carbon of the piperazine ring nor the absolute configuration of this carbon have an effect on the affinity for one or the other group of PLA2, but the lipophilicity remains for these series an essential parameter. In addition structure-activity relationships allow new hypothesis on interaction of these piperazine derivatives with the catalytic site of PLA2s.

Process for purifying valine

A process is provided for obtaining high-purity valine in high yield by a simple method using an inexpensive precipitant of p-isopropylbenzene sulfonic acid or a water-soluble salt thereof.

Process for producing 2,4-dichloro-3-alkyl-6-nitrophenol

2,4-Dichloro-3-alkyl-6-nitrophenol, which is a precursor of 2,4-dichloro-3-alkyl-6-aminophenol useful for the production of a cyan coupler to be used with a sensitive material in the field of a photography in color, is industrially advantageously produced by (a) nitration of 2,4,5-trichloro-3-alkylbenzene, followed by hydrolysis of the resulting 2,4,5-trichloro-3-alkyl-6-nitrobenzene, or (b) hydrolysis of 2,4,5-trichloro-3-alkylbenzene-6-sulfonic acid or a salt thereof, followed by nitration of the resulting 2,4-dichloro-3-alkylphenol-6-sulfonic acid or a salt thereof, the starting material usable for these processes being 4-alkylbenzenesulfonic acid or a salt thereof, which is easily available.

Mass Spectral Studies of Alkylbenzenesulphonic Acids Through Their S-Benzylisothiouronium Salts

The mass spectra of alkylbenzenesulphonic acids in the form of their S-benzylisothiouronium salts have been studied.These S-benzylisothiouronium salts dissociated into two parent reactant ions: (i) alkylbenzenesulphonic acid and (ii) S-benzylisothiourea.The characteristic fragmentation patterns of alkylbenzenesulphonic acids (0-5 substituted alkyls) were studied and compared with those of the parent ion peak hydrocarbons.The intensity of the molecular decreased with the increase in the molecular weight of the sulphonic acids.Desulphonation as well as loss of the alkyl group was observed in all the spectra.Migration of the alkyl group from S to 0, followed by degradation, was also observed in all the spectra studied.

HYDROLYSIS OF AROMATIC SULFONIC ACIDS UNDER THERMODYNAMIC CONTROL OF THE REACTION

Linear mathematical models which describe the hydrolysis of alkyl- and halobenzenesulfonyl acids under the conditions for their isomerization in sulfuric acid have been obtained by the method of mathematical experiment planning.The value of the effective rate constants of hydrolysis calculated according to the models for comparative conditions (150 deg C, 3 moles of 85percent sulfuric acid) were used to obtain the correlation between log kh and the ? constants of the substituents.The correlation corresponds the electrophilic nature of the hydrolysis process (ρ = -4.69).The strong influence of the electronic effects of the substituents on the rate of hydrolysis is an indication of the development of a considerable positive charge on the reaction center in the transition state.