1133-17-1

Usage

Uses

Used in Chemical Reactions:
4-tert-butylbenzenesulfonic acid is used as a catalyst for various chemical reactions, such as esterifications and Friedel-Crafts reactions, due to its ability to protonate a wide range of substrates.
Used in Pharmaceutical and Agrochemical Production:
4-tert-butylbenzenesulfonic acid is utilized in the production of biologically active molecules, pharmaceuticals, and agrochemicals, owing to its versatile chemical properties and reactivity.
Used in Antimicrobial Applications:
4-tert-butylbenzenesulfonic acid exhibits antimicrobial properties, making it a potential candidate for use in applications requiring the inhibition of microbial growth.
Used in Antioxidant Applications:
4-tert-butylbenzenesulfonic acid has been shown to possess antioxidant properties, which can be beneficial in applications where protection against oxidative stress is required.
Safety Precautions:
It is important to handle 4-tert-butylbenzenesulfonic acid with caution, as it is corrosive and may cause irritation to the skin, eyes, and respiratory system if not used properly. Appropriate safety measures should be taken during its use to minimize potential hazards.

Upstream product

• 253185-03-4 tert-butylbenzene 
• 1012-72-2 1,4-di-tert-butylbenzene 
• 15084-51-2 4-tert-butylbenzenesulfonyl chloride 
• 71-43-2 benzene 

Downstream Products

• 128309-26-2 tert-butylbenzene-4-sulphonic acid sodium salt 
• 15084-51-2 4-tert-butylbenzenesulfonyl chloride 

Relevant academic research and scientific papers

Complementary Site-Selective Sulfonylation of Aromatic Amines by Superacid Activation

Under superacidic conditions, aniline and indole derivatives are sulfonylated at low temperature with easy-to-access arenesulfonic acids or arenesulfonyl hydrazides. By modification of the functional-group directing effect through protonation, this method allows nonclassical site functionalization by overcoming the innate regioselectivity of electrophilic aromatic substitution. This superacid-mediated sulfonylation of arenes is complementary to existing methods and can be applied, through protection by protonation, to the late-stage site-selective functionalization of natural alkaloids and active pharmaceutical ingredients.

Recognition of ionic guests by ionic β-cyclodextrin derivatives

Inclusion compounds of cationic, anionic, and neutral p-substituted derivatives of feri-butylbenzene complexed in β-cyclodextrin and its ionic 6-mono and 6-hepta derivatives were systematically investigated by isothermal titration calorimetry (ITC). All inclusion compounds showed 1:1 stoichiometry with binding constants ranging from 10 to 3 × 106 M -1. The binding free energies could be subdivided into apolar and electrostatic contributions. The electrostatic interactions could be quantitatively described by Coulomb's law by taking into account the degree of protonation of hosts and guests, the orientations of the guests within the hosts, and ion shielding as described by the Debye-Hueckel-Onsager theory. The orientations of the guests within the cyclodextrin cavities were determined by ROESY NMR spectroscopy.

Reactivity of sterically hindered aromatic sulfonic acid derivatives: VII.* hydrolysis of arenesulfonyl chlorides in aqueous acetonitrile

Hydrolysis of sterically hindered arenesulfonyl chlorides in aqueous acetonitrile is accelerated by both electron-acceptor and some electron-donor substituents in the benzene ring. A multifactor kinetic model of the process is proposed. 1998 MAHK Hayka/Interperiodica Publishing.

REACTIVITY OF STERICALLY HINDERED DERIVATIVES OF AROMATIC SULFONIC ACIDS II. EFFECTS OF SUBSTRATE STRUCTURE AND MEDIUM POLARITY ON THE HYDROLYSIS OF BENZENESULFONYL CHLORIDES

The kinetics of the hydrolysis of substituted benzenesulfonyl chlorides XArSO2ClN2 mechanism.

REACTIVITY OF STERICALLY HINDERED DERIVATIVES OF AROMATIC SULFONIC ACIDS. I. EFFECT OF SUBSTITUENTS ON RATE AND MECHANISM OF HYDROLYSIS OF SOME SUBSTITUTED BENZENESULFONYL CHLORIDES

The kinetics of the hydrolysis of substituted benzenesulfonyl chlorides XArSO2Cl in 70percent aqueous dioxane at 303, 313, and 323 K were studied by acid-base titration.The effect of the investigated set of substituents cannot be described by a single linear relationship of the Hammett type.The substrates containing methyl groups at the ortho positions of the aromatic ring exhibit enhanced reactivity.The effect of the structural changes in the sulfonyl chlorides on the nature of bond formation and cleavage in the transition state is discussed in terms of the SN2 mechanism.An attempt is made to explain the V-shaped form of the relationship between log k and ? from the standpoint of the hyperconjugation effect, the contribution from which amounts to about 10percent of the ρ value.

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.