7478-61-7

Usage

Uses

Used in Polymer Production:
(1E)-1,4-diphenylbutan-1-one oxime is used as a photoinitiator for the synthesis of various polymers, such as acrylics and methacrylates. It facilitates the polymerization process by initiating the reaction upon exposure to light, contributing to the formation of desired polymer structures.
Used in Fragrance Industry:
In the fragrance industry, (1E)-1,4-diphenylbutan-1-one oxime serves as a fragrance ingredient, adding unique scents to perfumes and personal care products. Its aromatic properties enhance the sensory experience of these products, making them more appealing to consumers.
Used in Pharmaceutical Research:
(1E)-1,4-diphenylbutan-1-one oxime has been studied for its potential antioxidant and anti-inflammatory properties. These characteristics make it a subject of interest for pharmaceutical research, where it could be developed into treatments for various conditions that benefit from these effects.
However, it is crucial to handle (1E)-1,4-diphenylbutan-1-one oxime with care, as it can cause irritation to the skin, eyes, and respiratory system. Proper safety measures should be taken to minimize any adverse effects during its use in different applications.

Upstream product

• 65-85-0 benzoic acid 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 177756-65-9 N-methoxy-N-methyl-4-phenylbutyramide 
• 100-58-3 phenylmagnesium bromide 
• 72256-08-7 1,4-diphenyl-1-pentanone 
• 5407-91-0 1,4-diphenylbutan-1-one 
• 100-47-0 benzonitrile 
• 1462-75-5 3-phenylpropylmagnesium bromide 

Downstream Products

• 3056-71-1 N-phenyl-4-phenylbutyramide 
• 77334-17-9 O-[3-(N,N-Dimethylamino)propyl]-1,4-diphenyl-1-butanone oxime 
• 74533-88-3 1,4-diphenylbutan-1-amine 

Relevant academic research and scientific papers

Zinc-Enabled Annulation of Trifluorodiazoethane with 2 H-Azirines to Construct Trifluoromethyl Pyrazolines, Pyrazoles, and Pyridazines

A diethylzinc-promoted unconventional annulation reaction of 2,2,2-trifluorodiazoethane with 2H-azirines is described. This transformation involves two [3 + 2] cycloaddition steps and one dinitrogen extrusion process in one pot, thus giving a broad array

Copper-Catalyzed Aza-Sonogashira Cross-Coupling To Form Ynimines: Development and Application to the Synthesis of Heterocycles

Nitrogen-substituted alkynes, such as ynamines and ynamides, are versatile synthetic building blocks. Ynimines bearing additional nucleophilic and electrophilic centers relative to ynamines and ynamides are expected to have high synthetic potential. However, their chemical reactivity remains unexplored owing mainly to the lack of synthetic accessibility. We report herein a versatile copper-catalyzed synthesis of ynimines from readily available O-acetyl ketoximes and terminal alkynes. A wide range of O-acetyl ketoximes derived from diaryl ketones, aryl alkyl ketones and dialkyl ketones underwent cross-coupling with a diverse set of terminal alkynes to afford the ynimines in good to excellent yields. An unprecedented [5+1] heteroannulation reaction exploiting the reactivity of the ynimine generated in situ was subsequently developed for the synthesis of medicinally important heterocycles, including isoquinolines, azaindoles, azabenzofurans, azabenzothiophenes and carbolines.

Iron-Catalyzed, Iminyl Radical-Triggered Cascade 1,5-Hydrogen Atom Transfer/(5+2) or (5+1) Annulation: Oxime as a Five-Atom Assembling Unit

By integration of iminyl radical-triggered 1,5-hydrogen atom transfer and (5+2) or (5+1) annulation processes, a series of structurally novel and interesting azepine and spiro-tetrahydropyridine derivatives have been successfully prepared in moderate to good yields. This method utilizes FeCl2 as the catalyst and readily available oximes as five-atom units, while showcasing broad substrate scope and good functional group compatibility. The annulation products can be easily converted into many valuable compounds. Moreover, DFT calculation studies are performed to provide some insights into the possible reaction mechanisms for the (5+2) and (5+1) annulations.

Iron-Catalysed Remote C(sp3)?H Azidation of O-Acyl Oximes and N-Acyloxy Imidates Enabled by 1,5-Hydrogen Atom Transfer of Iminyl and Imidate Radicals: Synthesis of γ-Azido Ketones and β-Azido Alcohols

In the presence of a catalytic amount of iron(III) acetylacetonate [Fe(acac)3], the reaction of structurally diverse ketoxime esters with trimethylsilyl azide (TMSN3) afforded γ-azido ketones in good to excellent yields. This unprecedented distal γ-C(sp3)?H bond azidation reaction went through a sequence of reductive generation of an iminyl radical, 1,5-hydrogen atom transfer (1,5-HAT) and iron-mediated redox azido transfer to the translocated carbon radical. TMSN3 served not only as a nitrogen source to functionalise the unactivated C(sp3)?H bond, but also as a reductant to generate the catalytically active FeII species in situ. Based on the same principle, a novel β-C(sp3)?H functionalisation of alcohols via N-acyloxy imidates was subsequently realised, leading, after hydrolysis of the resulting ester, to β-azido alcohols, which are important building blocks in organic and medicinal chemistry.

Novel intramolecular reactivity of oximes: Synthesis of cyclic and spiro-fused imines

(Chemical Equation Presented) Under conventional heat (135-145°C) or microwave irradiation and 1 equiv of acetic anhydride, ortho-substituted aryl-oximes undergo a novel sp3 C-H activated cyclization to produce the corresponding isoindoles, and