4237-37-0

Usage

Uses

Used in Personal Care Products:
2-tert-Butyl-6-chlorophenol is used as an antimicrobial agent in personal care products such as soaps, lotions, and deodorants for its ability to inhibit the growth of bacteria and fungi, ensuring cleanliness and preventing infections.
Used in Industrial Processes and Products:
This chemical compound serves as a preservative in various industrial processes and products to prevent microbial contamination and extend the shelf life of the products.
However, it is important to note that prolonged exposure to 2-tert-Butyl-6-chlorophenol may cause skin irritation and allergic reactions in some individuals. Additionally, it has potential environmental impacts due to its persistence in water and soil.

InChI:InChI=1/C10H13ClO/c1-10(2,3)7-5-4-6-8(11)9(7)12/h4-6,12H,1-3H3

Upstream product

• 95-57-8 2-monochlorophenol 
• 115-11-7 isobutene 
• 60803-28-3 2-Chlor-4-iod-6-tert-butylphenol 
• 88-18-6 2-tert-Butylphenol 
• 60803-27-2 2-bromo-6-tert-butyl-4-iodophenol 
• 60803-25-0 2-(tert-butyl)-4-iodophenol 

Downstream Products

• 13395-86-3 2-(tert-butyl)-4,6-dichlorophenol 
• 60935-50-4 4-bromo-2-(tert-butyl)-6-chlorophenol 

Relevant academic research and scientific papers

Catalyst-Controlled Regioselective Chlorination of Phenols and Anilines through a Lewis Basic Selenoether Catalyst

We report a highly efficient ortho-selective electrophilic chlorination of phenols utilizing a Lewis basic selenoether catalyst. The selenoether catalyst resulted in comparable selectivities to our previously reported bis-thiourea ortho-selective catalyst, with a catalyst loading as low as 1%. The new catalytic system also allowed us to extend this chemistry to obtain excellent ortho-selectivities for unprotected anilines. The selectivities of this reaction are up to >20:1 ortho/para, while the innate selectivities for phenols and anilines are approximately 1:4 ortho/para. A series of preliminary studies revealed that the substrates require a hydrogen-bonding moiety for selectivity.

Ammonium Salt-Catalyzed Highly Practical Ortho-Selective Monohalogenation and Phenylselenation of Phenols: Scope and Applications

An ortho-selective ammonium chloride salt-catalyzed direct C-H monohalogenation of phenols and 1,1′-bi-2-naphthol (BINOL) with 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) as the chlorinating agent has been developed. The catalyst loading was low (down to 0.01 mol %) and the reaction conditions were very mild. A wide range of substrates including BINOLs were compatible with this catalytic protocol. Chlorinated BINOLs are useful synthons for the synthesis of a wide range of unsymmetrical 3-aryl BINOLs that are not easily accessible. In addition, the same catalytic system can facilitate the ortho-selective selenylation of phenols.

Toward a Catalytic Atroposelective Synthesis of Diaryl Ethers Through C(sp 2)-H Alkylation with Nitroalkanes

We report studies toward a small-molecule-catalytic approach to access atropisomeric diaryl ethers that proceeds through a C(sp 2)-H alkylation using nitroalkanes as the alkyl source. A quaternary ammonium salt derived from quinine, containing

The Catalyst-Controlled Regiodivergent Chlorination of Phenols

Different catalysts are demonstrated to overcome or augment a substrate's innate regioselectivity. Nagasawa's bis-thiourea catalyst was found to overcome the innate para-selectivity of electrophilic phenol chlorination, yielding ortho-chlorinated phenols that are not readily obtainable via canonical electrophilic chlorinations. Conversely, a phosphine sulfide derived from 2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl (BINAP) was found to enhance the innate para-preference of phenol chlorination.

2,2,6,6-Tetramethylpiperidine-catalyzed, ortho-selective chlorination of phenols by sulfuryl chloride

2,2,6,6-Tetramethylpiperidine (TMP)-catalyzed (1- 10%) chlorinations of phenols by SO2Cl2 in aromatic solvents are more ortho selective than with primary and less hindered secondary amine catalysts. Ortho-selective chlorination is successful even with electron deficient phenols such as 2-hydroxybenzaldehyde and 2'- hydroxyacetophenone. Notably, ortho selectivity increases with the reaction temperature. On the other hand, tetraalkylammonium chloride-catalyzed chlorinations are moderately para selective.

Awakening a dormant catalyst: Salicylaldimine systems for ethene/tert-butylstyrene copolymerization

A group of readily available zirconium catalysts incapable of ethene-co-styrene polymerization are remarkably active and selective for the production of the new polymer ethene-co-tert-butylstyrene via a single site mechanism.