22679-54-5

Usage

Uses

Used in Cosmetic Industry:
4-TERT-BUTYLBENZOPHENONE is used as a UV filter in sunscreens and other cosmetic products for its ability to protect the skin from harmful UV radiation, thereby preventing sun damage.
Used in Plastics Industry:
4-TERT-BUTYLBENZOPHENONE is used as an ingredient in the production of plastics to provide antioxidant and photostabilizing properties, enhancing the durability and stability of the plastic products.
Used in Adhesives Industry:
4-TERT-BUTYLBENZOPHENONE is used in the formulation of adhesives to improve their performance and stability, leveraging its antioxidant and photostabilizing characteristics.
Used in Other Industrial Applications:
4-TERT-BUTYLBENZOPHENONE is utilized in various other industrial applications for its protective and stabilizing properties, contributing to the quality and longevity of the final products.

InChI:InChI=1/C17H18O/c1-17(2,3)15-11-9-14(10-12-15)16(18)13-7-5-4-6-8-13/h4-12H,1-3H3

Upstream product

• 146-81-6 2-( 4'-tert-butylbenzoyl)benzoic acid 
• 33497-38-0 4-tert-butyl-benzophenone-imine 
• 253185-03-4 tert-butylbenzene 
• 98-88-4 benzoyl chloride 
• 98-95-3 nitrobenzene 
• 107-06-2 1,2-dichloro-ethane 
• 1710-98-1 p-tert-butyl benzoyl chloride 
• 119-61-9 benzophenone 
• 22543-74-4 4-tert-butylbenzhydrol 
• 594-19-4 tert.-butyl lithium 
• 507-19-7 t-butyl bromide 
• 71-43-2 benzene 
• 89379-02-2 tert-butylmercury iodide 
• 100-47-0 benzonitrile 

Downstream Products

• 17582-85-3 1-(4-tert-butylphenyl)-1-phenylethylene 
• 6922-88-9 (4-tert-Butylphenyl)diphenylmethanol 
• 51226-50-7 (4-tert-Butylphenyl)chlordiphenylmethan 
• 122802-34-0 1-(4-tert-butyl-phenyl)-2-(4-chloro-phenyl)-1-phenyl-ethene 
• 56431-15-3 4-tert-Butyl-α-ethyl-benzhydrol 
• 102343-20-4 bis(4-tert-butylphenyl)phenyl-methanol 
• 15796-82-4 4,4'-di-tert-butylbenzophenone 
• 139214-94-1 2,4'-di-tert-butylbenzophenone 
• 116597-11-6 1,2-bis(4-tert-butylphenyl)-1,2-diphenylethane-1,2-diol 
• 16251-99-3 1-benzyl-4-tert-butylbenzene 
• 73831-64-8 1-(4-tert-Butyl-phenyl)-2,2-dimethyl-1-phenyl-propan-1-ol 
• 73841-13-1 (4-tert-Butyl-phenyl)-[5,6-di-tert-butyl-3'-(4-tert-butyl-benzoyl)-bicyclohexyl-2,2'-dien-2-yl]-methanone 
• 202471-71-4 (2,6-Dibromo-4-tert-butyl-phenyl)-(2,4,6-tribromo-phenyl)-methanol 
• 942264-68-8 1-bromo-2-(2-(4-tert-butylphenyl)-2-phenylethyl)benzene 

Relevant academic research and scientific papers

Designing highly fluorescent, arylated poly(phenylene vinylene)s of intrinsic microporosity

Three new polymers containing tetraphenylethylene and diphenyl-dinaphthylethylene cores and their corresponding monomeric model compounds were synthesized and fully characterized aiming to investigate their photoluminescence efficiency, microporosity and Brunauer-Emmett-Teller-derived surface areas (SBET). Comprehensive photophysical characterization was undertaken in the solid state (powder and thin films), in tetrahydrofuran (THF) solution and in mixtures of "good" and "poor" solvent to induce aggregation (THF:water mixtures). Aggregation induced emission (AIE) was found for the tert-butyl-TPE monomer and polymer and diphenyl-dinaphthylethylene monomer with the increase of the water amount in THF:water mixtures and in the solid state. The tert-butyl substituted TPE derivatives display the highest fluorescence quantum yield (?F) values: 0.14 to 0.30 (in powder) and 0.46 to 0.64 in thin films. In contrast, with the diphenyl-dinaphthylethylene (meta and para-phenylene) polymers aggregation caused quenching (ACQ) occurs in THF:water mixtures (?F ≤ 0.011) and in the solid state (?F ≤ 0.012). The microporosity of the soluble conjugated polymers as potential conjugated polymers of intrinsic microporosity (cPIMs) was further investigated. The SBET of the polymers were related to their optical properties. The polymers show an attractive combination of high SBET surface area (417 m2 g-1) and the occurrence of distinct AIE effects for the tert-butyl-TPE polymer while the diphenyl-dinaphthylethylene polymers do not exhibit microporosity (SBET ≤ 17 m2 g-1) and show ACQ behavior.

Photo-induced oxidative cleavage of C-C double bonds of olefins in water

The carbonyl compounds, synthesized by the oxidative cleavage of their corresponding olefins, are of great significance in organic synthesis, especially aryl ketones. We have developed a gentle and effective protocol, using acid red 94 as the organic metal-free photocatalyst, O2 as the oxidant, and water as the solvent. Under visible light irradiation, aryl ketone derivatives were obtained in moderate to excellent yields, showing good economic and environmental advantages.

Generation of Aryllithium Reagents from N -Arylpyrroles Using Lithium

Treatment of 1-aryl-2,5-diphenylpyrroles with lithium powder in tetrahydrofuran at 0 °C results in the generation of the corresponding aryllithium reagents through reductive C-N bond cleavage.

Suzuki coupling of aroyl-MIDA boronate esters – A preliminary report on scope and limitations

Recent methodological reports for synthesizing acyl-MIDA boronate esters compel an investigation of their potential use as substrates in a standard Suzuki-Miyaura cross-coupling reaction. Here we report the production of benzophenones by C[sbnd]C cross coupling between a benzoyl-MIDA boronate ester and a multitude of aryl bromide substrates in adequate yields following optimization under ambient conditions outside of a glove box. Under these standard conditions, none of several acyl-MIDA boronate esters (in an alkyl series) serves as a competent coupling partner. The substrate scope is also limited by the finding that the corresponding trifluoroborates of both acyl- and aroyltrifluroborates are not suitable substrates. For reasons of availability and synthetic difficulty in procuring other aroyl-MIDA boronates, this preliminary study examines the reactivity of benzoyl-MIDA boronate with several aryl bromide substrates.

Palladium-Catalyzed Amide N-C Hiyama Cross-Coupling: Synthesis of Ketones

N-Acylglutarimides and arylsiloxanes reacted in the presence of Pd(OAc)2/PCy3, Et3N·3HF, and LiOAc to provide the corresponding arylketones in good yields. Aryl-, vinyl-, and alkyl-substituted N-acylglutarimides showed good activity in the coupling reactions of arylsiloxanes. The reaction had a broad substrate scope and showed good functional group tolerance. N-Benzoylsuccinimide and N-protected N-phenylbenzamides showed good activities in coupling reactions with phenylsiloxane. The employment of CuF2 as an activor afforded the decarbonylative products at 160 °C.

Acyl radicals from α-keto acids using a carbonyl photocatalyst: Photoredox-catalyzed synthesis of ketones

Acyl radicals have been generated from α-keto acids using inexpensive and commercially available 2-chloro-thioxanthen-9-one as the photoredox catalyst under visible light illumination. These reactive species added to olefins or coupled with aryl halides via a bipyridylstabilized Ni(II) catalyst, enabling easy access to a diverse range of ketones. This reliable, atom-economical, and eco-friendly protocol is compatible with a wide range of functional groups.

A palladium-catalyzed C-H functionalization route to ketones: Via the oxidative coupling of arenes with carbon monoxide

We describe the development of a new palladium-catalyzed method to generate ketones via the oxidative coupling of two arenes and CO. This transformation is catalyzed by simple palladium salts, and is postulated to proceed via the conversion of arenes into high energy aroyl triflate electrophiles. Exploiting the latter can also allow the synthesis of unsymmetrical ketones from two different arenes.

Cercosporin-bioinspired selective photooxidation reactions under mild conditions

The development of an efficient system for selective oxidation of organic compounds to generate more valuable compounds with molecular oxygen is a significant challenge in industrial chemistry. Bioinspired by the ability of naturally occurring perylenequinonoid pigments (PQPs) to generate reactive oxygen species (ROS) upon photoirradiation, here we report that cercosporin, one of the perylenequinonoid pigments, can function as a cost-effective and environmentally friendly photocatalyst for a wide range of selective oxidations, including benzylic C-H bonds to carbonyls, amines to aldehydes, and sulfides to sulfoxides. All of the representative reactions proceeded smoothly with high efficiency under mild conditions. Owing to the use of inexpensive metal-free visible light-driven photocatalyst produced from microbial fermentation with cheap glucose as the starting material and the ease of handling, we expect that this developed method will be particularly attractive for many more applications in synthetic transformation.

Chemoselective Synthesis of Aryl Ketones from Amides and Grignard Reagents via C(O)-N Bond Cleavage under Catalyst-Free Conditions

Conversion of a wide range of N-Boc amides to aryl ketones was achieved with Grignard reagents via chemoselective C(O)-N bond cleavage. The reactions proceeded under catalyst-free conditions with different aryl, alkyl, and alkynyl Grignard reagents. α-Ketoamide was successfully converted to aryl diketones, while α,β-unsaturated amide underwent 1,4-addition followed by C(O)-N bond cleavage to provide diaryl propiophenones. N-Boc amides displayed higher reactivity than Weinreb amides with Grignard reagents. A broad substrate scope, excellent yields, and quick conversion are important features of this methodology.

Heterogeneous Suzuki-Miyaura coupling of heteroaryl ester: Via chemoselective C(acyl)-O bond activation

A site-selective supported palladium nanoparticle catalyzed Suzuki-Miyaura cross-coupling reaction with heteroaryl esters and arylboronic acids as coupling partners was developed. This methodology provides a heterogeneous catalytic route for aryl ketone formation via C(acyl)-O bond activation of esters by successful suppression of the undesired decarbonylation phenomenon. The catalyst can be reused and shows high activity after eight cycles. The XPS analysis of the catalyst before and after the reaction suggested that the reaction might be performed via a Pd0/PdII catalytic cycle that began with Pd0.