5558-68-9

Usage

Uses

Used in Pharmaceutical Industry:
2,2-Diphenylbutyronitrile is utilized as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the creation of a wide range of medicinal compounds, contributing to the development of new drugs and therapeutic agents.
Used in Perfume Industry:
In the perfume industry, 2,2-Diphenylbutyronitrile is employed as a raw material for the production of fragrances. Its distinctive aromatic properties make it a valuable component in creating complex and long-lasting scents.
Used in Dye Industry:
2,2-Diphenylbutyronitrile is used as a precursor in the manufacturing of dyes. Its chemical properties enable the production of a variety of dyes with different color characteristics, catering to diverse applications in textiles, printing, and other industries.
Used in Chemical Production:
Beyond its applications in specific industries, 2,2-Diphenylbutyronitrile serves as a building block for the production of other chemicals. Its versatility in organic synthesis allows for the creation of a multitude of chemical compounds, expanding its utility across various sectors in the chemical industry.

Upstream product

• 769-68-6 2-phenylbutanenitrile 
• 74-96-4 ethyl bromide 
• 86-29-3 Diphenylacetonitrile 
• 108-86-1 bromobenzene 
• 109-74-0 propyl cyanide 
• 108-90-7 chlorobenzene 
• 778-66-5 1,1-diphenyl-1-propene 
• 39186-58-8 4-bromo-2,2-diphenylbutyronitrile 

Downstream Products

• 4226-57-7 2,2-diphenylbutanoic acid 
• 5466-38-6 2,2-diphenyl-butyric acid amide 
• 1530-03-6 1,1-diphenylpropane 
• 105539-07-9 2,2-diphenyl-butyraldehyde 
• 95292-65-2 2,2-diphenyl-butyric acid-(3-diethylamino-propyl ester); hydrochloride 
• 2618-37-3 2,2-diphenyl-butyric acid-(2-diethylamino-ethyl ester); hydrochloride 
• 94911-65-6 2,2-diphenyl-butyric acid-(2-dimethylamino-ethyl ester); hydrochloride 
• 857198-56-2 2,2-diphenyl-butyryl chloride 
• 905-00-0 2,2-diphenyl-butyric acid-(2-diethylamino-ethyl ester) 
• 132859-60-0 1,2,2-triphenyl-butan-1-one 

Relevant academic research and scientific papers

Cavity-promotion by pillar[5]arenes expedites organic photoredox-catalysed reductive dehalogenations

The efficiency of the photo-induced electron transfer in photoredox catalysis is limited by the diffusional collision of the excited catalyst and the substrate. We herein present cavity-bound photoredox catalysts, which preassociate the substrates, leading to significantly shortened reaction times. A pillar[5]arene serves as the cavity and phenothiazine as a catalyst in the reductive dehalogenation of aliphatic bromides as a proof of concept reaction.

Method for hydrogenolysis of halides

The invention discloses a method for hydrogenolysis of halides. The invention discloses a preparation method of a compound represented by a formula I. The preparation method comprises the following step: in a polar aprotic solvent, zinc, H2O and a compound represented by a formula II are subjected to a reaction as shown in the specification, wherein X is halogen; Y is -CHRR or R; hydrogenin H2O exists in the form of natural abundance or non-natural abundance. According to the preparation method, halide hydrogenolysis can be simply, conveniently and efficiently achieved through a simple and mild reaction system, and good functional group compatibility and substrate universality are achieved.

Dehalogenative Deuteration of Unactivated Alkyl Halides Using D2O as the Deuterium Source

The general dehalogenation of alkyl halides with zinc using D2O or H2O as a deuterium or hydrogen donor has been developed. The method provides an efficient and economic protocol for deuterium-labeled derivatives with a wide substrate scope under mild reaction conditions. Mechanistic studies indicated that a radical process is involved for the formation of organozinc intermediates. The facile hydrolysis of the organozinc intermediates provides the driving force for this transformation.

Transfer Hydrocyanation of α- and α,β-Substituted Styrenes Catalyzed by Boron Lewis Acids

A straightforward gram-scale preparation of cyclohexa-1,4-diene-based hydrogen cyanide (HCN) surrogates is reported. These are bench-stable but formally release HCN and rearomatize when treated with Lewis acids. For BCl3, the formation of the isocyanide adduct [(CN)BCl3]? and the corresponding Wheland complex was verified by mass spectrometry. In the presence of 1,1-di- and trisubstituted alkenes, transfer of HCN from the surrogate to the C?C double bond occurs, affording highly substituted nitriles with Markovnikov selectivity. The success of this transfer hydrocyanation depends on the Lewis acid employed; catalytic amounts of BCl3 and (C6F5)2BCl are shown to be effective while B(C6F5)3 and BF3?OEt2 are not.

Synergistic effect of a bis(proazaphosphatrane) in mild palladium-catalyzed direct α-arylations of nitriles with aryl chlorides

The effect of a bis(proazaphosphatrane) ligand on the palladium-catalyzed direct α-arylation of nitriles with various aryl chlorides under mild conditions is reported. Comparisons of the catalytic properties of this ligand with those of three related mono(proazaphosphatrane)s under the same reaction conditions revealed that bis(proazaphosphatrane) displayed a synergistically enhanced activity. In the presence of the bis(proazaphosphatrane) ligand, ethyl cyanoacetate and primary as well as secondary nitriles were efficiently coupled with a wide variety of aryl chlorides that contained electron-rich, electron-poor, and electron-neutral groups.

α-hydrdroxylic acid derivatives, their production and use

The present invention relates to carboxylic acid derivatives of the formula where the radicals have the meanings stated in the description, to the preparation of these compounds and to their use as drugs.

P(i-BuNCH2CH2)3N: An efficient ligand for the direct α-arylation of nitriles with aryl bromides

A new catalyst system for the synthesis of α-aryl-substituted nitriles is reported. The bicyclic triaminophosphine P(i-BuNCH 2CH2)3N (1b) serves as an efficient and versatile ligand for the palladium-catalyzed direct α-arylation of nitriles with aryl bromides. Using ligand 1b, ethyl cyanoacetate and primary as well as secondary nitriles are efficiently coupled with a wide variety of aryl bromides possessing electron-rich, electron-poor, electron-neutral, and sterically hindered groups.

A General Method for the Direct α-Arylation of Nitriles with Aryl Chlorides

The long-standing challenge of developing a general method for the title methodology is met for a broad range of aryl chlorides through the use of bicyclic P(iBuNCH2CH2)3N (1) as a bulky electron-rich ligand for palladium (see scheme, dba = dibenzylideneacetone).

Synthesis, characterization, and reactivity of arylpalladium cyanoalkyl complexes: Selection of catalysts for the α-arylation of nitriles

A new coupling process, the palladium-catalyzed α-arylation of nitriles, was developed by exploring the structure and reactivity of arylpalladium cyanoalkyl complexes. Complexes of 1,2-bis(diphenylphosphino)benzene (DPPBz), 1,1′-bis(di-i-propylphosphino)ferrocene (DiPrPF), racemic-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP), and diphenylethylphosphine (PPh2Et) were prepared. Coordination to palladium through the α-carbon was observed for DPPBz-ligated complexes and for complexes of primary and benzylic nitrile anions. However, the anion of isobutyronitrile was coordinated to palladium through the cyano-nitrogen when the complex was ligated by DiPrPF. The isobutyronitrile anion displaced a phosphine ligand to form a C,N-bridged dimer when generated from PPh2Et-ligated palladium. These results suggest that the nitrile anion preferentially coordinates to palladium through the carbon atom in the absence of steric effects. Thermolysis of the arylpalladium cyanoalkyl complexes led to reductive elimination that formed α-aryl nitriles. The high yields and short reaction times observed for BINAP-ligated complexes suggested that BINAP-ligated palladium catalysts might be appropriate for the arylation of nitriles. Initial results on a palladium-catalyzed process for the direct coupling of aryl bromides and primary, benzylic, and secondary nitrile anions to form α-aryl nitriles in good yields are reported. Copyright