76693-57-7

Usage

Uses

Used in Photopolymerization:
4-BROMO-4'-METHYLBENZOPHENONE is used as a photoinitiator in photopolymerization reactions for its ability to initiate the curing process of resins and coatings upon exposure to light.
Used in Organic Synthesis:
4-BROMO-4'-METHYLBENZOPHENONE is utilized in the synthesis of other organic compounds, serving as a key intermediate in chemical reactions.
Used in UV-Curable Materials Production:
4-BROMO-4'-METHYLBENZOPHENONE is used as a building block in the production of UV-curable materials, contributing to the development of innovative products in various applications.
Used in Pharmaceutical Research:
4-BROMO-4'-METHYLBENZOPHENONE exhibits potential biological activity and is being researched for its potential applications as an anti-tumor agent, indicating its importance in the field of medicinal chemistry.
Used in Cosmetics Industry:
In the cosmetics industry, 4-BROMO-4'-METHYLBENZOPHENONE may be used for its properties that can enhance the performance of certain cosmetic products, although specific applications are not detailed in the provided materials.
Used in Textile Industry:
4-BROMO-4'-METHYLBENZOPHENONE is also used in the textile industry, potentially for its role in the development of UV-curable materials that can be applied to textiles for various functional or aesthetic purposes.
It is important to handle 4-BROMO-4'-METHYLBENZOPHENONE with care due to its potential health hazards and environmental impact, ensuring proper safety measures are in place during its use and disposal.

InChI:InChI=1/C14H11BrO/c1-10-2-4-11(5-3-10)14(16)12-6-8-13(15)9-7-12/h2-9H,1H3

Upstream product

• 586-76-5 4-Bromobenzoic acid 
• 108-88-3 toluene 
• 586-75-4 4-chlorobenzoyl chloride 
• 29334-17-6 (4-bromophenyl)(4-methylphenyl)methanol 
• 201230-82-2 carbon monoxide 
• 5720-05-8 4-methylphenylboronic acid 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 108-86-1 bromobenzene 
• 79-37-8 oxalyl dichloride 
• 5142-75-6 tri(p-tolyl)bismuth 
• 1122-91-4 4-bromo-benzaldehyde 
• 589-87-7 1,4-bromoiodobenzene 
• 106-37-6 1.4-dibromobenzene 
• 122334-36-5 N-methoxy-N,4-dimethylbenzamide 

Downstream Products

• 207113-20-0 (4-(bromomethyl)phenyl)(4-bromophenyl)methanone 
• 51310-30-6 4-(4'-bromobenzoyl)benzoic acid 
• 685887-85-8 methyl 11-[4-(4-methylbenzoyl)-phenyl]-undecanoate 
• 685887-86-9 acetic acid 11-[4-(4-methyl-benzoyl)-phenyl]-undecyl ester 
• 918500-21-7 methyl 14-(4-(4-methylbenzoyl)phenyl)tetradecanoate 
• 685888-14-6 11-[4-(4-methylbenzoyl)phenyl]-undec-5-enal 
• 685888-04-4 11-[4-(4-methylbenzoyl)phenyl]-5-undecenol 
• 685888-13-5 11-[4-(4-methylbenzoyl)phenyl]-undec-5-enoic acid 
• 685887-84-7 [4-(11-hydroxy-undecyl)-phenyl]-p-tolyl-methanone 
• 128596-03-2 11-(4-(4-methylbenzoyl)phenyl)undecanoic acid 
• 685887-93-8 1-O-{11-[4-(4-methylbenzoyl)-phenyl]-undecyl}-sn-glycerol 
• 685887-92-7 1-O-{11-[4-(4-methylbenzoyl)-phenyl]-undecyl}-3-O-acetyl-sn-glycerol 
• 685888-11-3 1-O-{11-[4-(4-methylbenzoyl)phenyl]-5-undecenyl}-2-O-(4-methoxybenzyl)-sn-glycerol 
• 685887-99-4 1-O-{11-[4-(4-methylbenzoyl)-phenyl]-undecyl}-2-O-tetrahydropyranyl-sn-glycerol 

Relevant academic research and scientific papers

A dialdehyde-diboronate-functionalized AIE luminogen: Design, synthesis and application in the detection of hydrogen peroxide

A dialdehyde-diboronate-functionalized tetraphenylethene (TPE-DABF) was reported as a H2O2-specific AIE luminogen. TPE-DABF, bearing multiple reductive units (aldehyde, boronate and fructose) in one molecule, afforded an excellent H

Selective oxidation of alkenes to carbonyls under mild conditions

Herein, a practical and sustainable method for the synthesis of aldehydes, ketones, and carboxylic acids from an inexpensive olefinic feedstock is described. This transformation features very sustainable and mild conditions and utilizes commercially available and inexpensive tetrahydrofuran as the additive, molecular oxygen as the sole oxidant and water as the solvent. A wide range of substituted alkenes were found to be compatible, providing the corresponding carbonyl compounds in moderate-to-good yields. The control experiments demonstrated that a radical mechanism is responsible for the oxidation reaction.

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.

Aryl aldiketone and synthesis method thereof

The invention discloses an aryl aldehyde ketone and a synthesis method thereof, wherein an aryl aldehyde is synthesized from cheap olefin as a raw material. A commercially available inexpensive olefin is used as a raw material, ether is used as an additive, molecular oxygen serves as a sole oxidizing agent, water is used as a solvent, and the aldehyde and ketone are synthesized by column chromatography under a photocatalytic condition. The invention has the advantages of mild reaction conditions, green and environmental protection, simple experimental operation, good reaction selectivity, high product yield and the like.

AIBN initiated functionalization of the benzylic sp3 C[sbnd]H and C[sbnd]C bonds in the presence of dioxygen

A sp3 C[sbnd]H bond functionalization and C[sbnd]C bond cleavage were realized by AIBN/O2 catalyst system, providing a series of benzophenones under mild reaction conditions. The mechanistic study shows that a peroxide intermediate is involved in this transformation, and in the case of diphenylmethanes, the sp3 C[sbnd]C bond is cleaved through the peroxide rearrangement, which might provides a new way to cleave relatively strong C[sbnd]C bond and be applied to more general C[sbnd]C bond activation.

Carbonylative Suzuki coupling reactions catalyzed by ONO pincer–type Pd(II) complexes using chloroform as a carbon monoxide surrogate

Benzoylhydrazone Schiff base–ligated three new ONO pincer–type palladium(II) complexes, [(PdL1(PPh3)] (1), [(PdL2(PPh3)] (2), and [(PdL3(PPh3)] (3), were synthesized by the reaction of the respective ligand, N-(2-hydroxybenzylidene)benzohydrazide (HL1), N-(2-hydroxy-3-methoxybenzylidene)benzohydrazide (HL2), or N-(5-bromo-2-hydroxybenzylidene) benzohydrazide (HL3), with Pd(OAc)2 and PPh3 in methanol and isolated as air-stable reddish-orange crystalline solids in high yields (78%–83%). All three complexes were fully characterized by elemental analysis, Fourier-transform infrared spectroscopy, UV–Visible, 1H nuclear magnetic resonance (NMR), 13C{1H} NMR, and 31P{1H} NMR spectroscopic studies. The molecular structure of all three complexes was established unambiguously by single-crystal X-ray diffraction studies which revealed a distorted square planar geometry of all three complexes. The ONO pincer–type ligands occupied three coordination sites at the palladium, while the fourth site is occupied by the monodentate triphenylphosphine ligand. The catalytic potential of all three complexes was explored in the carbonylative Suzuki coupling of aryl bromides and iodides with arylboronic acids to yield biaryl ketones, using CHCl3 as the source of carbonyl. The reported protocol is convenient and safe as it obviates the use of carbon monoxide (CO) balloons or pressured CO reactors which are otherwise needed for the carbonylation reactions. The methodology has been successfully applied to the synthesis of two antineoplastic drugs, namely, phenstatin and naphthylphenstatin, in good yields (81% and 85%, respectively). Under the optimized reaction conditions, complex 2 exhibited the best catalytic activity in the carbonylative Suzuki couplings. The reported catalysts have wide reaction scope with good functional group tolerance. All catalysts could be retrieved from the reaction after completion and recycled up to three times with insignificant loss in the catalytic activity.

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.

Ligand-free Palladium-Catalyzed Carbonylative Suzuki Coupling of Aryl Iodides in Aqueous CH3CN with Sub-stoichiometric Amount of Mo(CO)6 as CO Source

A new method for the synthesis of diaryl and heterodiaryl ketones has been established based on the palladium-catalyzed carbonylative Suzuki coupling approach with sub-stoichiometric Mo(CO)6 as CO source. Using 0.5 mol% of Pd(TFA)2 as catalyst, 0.5 equivalent of Mo(CO)6 as solid carbonyl reagent and 3 equivalent of K3PO4 as base, a wide range of functionalized (hetero)aryl iodides and (hetero)aryl boronic acids could smoothly proceed the carbonylative cross-coupling reaction in aqueous CH3CN at 50 °C, affording the corresponding ketones in good to excellent yields. The newly developed method was easy to operate under mild conditions with high efficiency. (Figure presented.).

Revealing the Structure and Reactivity of the Active Species in the FeCl2-TBHP System: Case Study on Alkene Oxidation

A mechanism involving a quintet ferryl [FeIV=O] species has been disclosed for the oxidation of alkene under the FeCl2-TBHP system. Both theoretical and experimental results suggested that the quintet ferryl species [FeIV=O] was produced by the reaction of FeCl2 with TBHP. A Mulliken atomic spin density distribution on [FeIV=O] showed that the O site has strong radical character and could easily react with alkene to form a carbon radical intermediate. This radical could be further oxidized by TBHP to lead to the C=C bond cleavage of alkene.

Palladium-Catalyzed Ligand-Free Decarboxylative Coupling of α- Oxocarboxylic Acid with Aryl Diazonium Tetrafluoroborate: An Access to Unsymmetrical Diaryl Ketones

Diaryl ketones are of much importance in organic synthesis as versatile intermediates and in industry for their useful properties. A mild and efficient palladium-catalyzed traditional ligand-free decarboxylative coupling of aryl α-keto carboxylic acid with aryl diazonium fluoroborate has been developed. A series of unsymmetrical diaryl ketones has been synthesized in moderate to good yields using this procedure. A radical pathway involving the acyl radical has been suggested.