5350-82-3

Usage

Uses

Used in Organic Synthesis:
2,2,3-triphenylpropanenitrile is used as a reagent for various organic synthesis reactions, such as nucleophilic substitution, addition, and oxidation. Its versatility allows it to be a key component in the production of a wide range of other organic compounds.
Used in Pharmaceutical and Agrochemical Industries:
2,2,3-triphenylpropanenitrile is used as a building block in the synthesis of pharmaceuticals and agrochemicals. Its unique structure and reactivity make it a valuable component in the development of new drugs and agricultural chemicals.
Used in Dyes and Pigments Production:
2,2,3-triphenylpropanenitrile is used in the production of dyes and pigments due to its aromatic properties. Its ability to impart color and stability to these products makes it an important component in the dye and pigment industry.

Upstream product

• 917-64-6 methyl magnesium iodide 
• 86-29-3 Diphenylacetonitrile 
• 174144-11-7 2,2,3-triphenyl-propionic acid amide 
• 100-44-7 benzyl chloride 
• 52826-48-9 N-(Benzyl)-N-(2,2-diphenylethenylidene)amine 
• 18802-83-0 diphenylacetonitrile anion 
• 100-39-0 benzyl bromide 
• 3122-21-2 2,2,3,3-tetraphenylsuccinonitrile 
• 102-04-5 1,3-Diphenylpropanone 
• 4695-13-0 2,2-diphenylacetamide 
• 117-34-0 2,2-diphenylacetic acid 
• 2094-69-1 benzyl pivalate 
• 58-72-0 Triphenylethylene 
• 856073-40-0 2,2,3-triphenyl-propionyl chloride 

Downstream Products

• 1520-42-9 1,1,2-triphenylethane 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 1416437-80-3 N¹-methyl-N³,1,2,2-tetraphenylpropane-1,3-diamine 
• 1424626-72-1 C₃₅H₃₁N₂⁽¹⁺⁾*I^(1-) 
• 1416437-72-3 1,2,4,5,5-pentaphenyl-1,4,5,6-tetrahydropyrimidine 
• 703395-54-4 C₂₁H₂₁N 
• 1416437-84-7 N-(2,2,3-triphenylpropyl)aniline 
• 1416437-67-6 N-phenyl-N-(2,2,3-triphenylpropyl)benzimidamide 
• 2902-61-6 2,2,3-triphenyl-propionic acid 
• 58-72-0 Triphenylethylene 

Relevant academic research and scientific papers

Clean photochemical synthesis mediated by radical-radical reactions: Radical buffer or the persistent free radical effect?

(Chemical Equation Presented) A new synthetic methodology is reported that takes advantage of the persistent free radical effect (PFRE), where clean products can be obtained in good yields from radical cross-combination reactions, despite their reputation

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.

Nickel-Catalyzed α-Benzylation of Arylacetonitriles via C-O Activation

Efficient Ni-catalyzed direct cross-couplings of benzylic alcohol derivatives with arylacetonitriles via C-O activation are described. Various α-benzylated arylacetonitriles including those with functional groups can be prepared under mild reaction conditions.

Synthesis of benzocyclic ketones via palladium-catalyzed cyclization of ω-(2-iodoaryl)alkanenitriles

An efficient procedure for the synthesis of 2,2-disubstituted benzocyclic ketones by intramolecular carbopalladation of nitriles has been developed. The cyclization of substituted 3-(2-iodoaryl)propanenitriles affords indanones in high yields. The reactio

Carbopalladation of nitriles: Synthesis of benzocyclic ketones and cyclopentenones via Pd-catalyzed cyclization of ω-(2-iodoaryl)alkanenitriles and related compounds

An efficient procedure for the synthesis of 2,2-disubstituted benzocyclic ketones by intramolecular carbopalladation of nitriles has been developed. The cyclization of substituted 3-(2-iodoaryl)-propanenitriles affords indanones in high yields. The reaction is compatible with a wide variety of functional groups. This methodology has been extended to the synthesis of tetralones and cyclopentenones.

Thermal isomerizations of ketenimines to nitriles: Evaluations of sigma- dot (σ·) constants for spin-delocalizations

Rate constants (k(Y)) of the isomerizations of 11 diphenyl N- (substituted benzyl) ketenimines were measured at 40, 50, 60, and 70°C. Activation parameters ΔH((+))(Y) and ΔS((+))(Y) were obtained using the Eyring equation. The relative rates (k(Y)/k(H)) were fitted into Hammett single correlations (log k(Y)/k(H) = ρσ and log k(Y)/k(H) = ρ·σ·). The single correlations have been compared with Hammett dual correlations (log k(Y)/k(H) = ρσ + ρ·σ·). Separate treatments of para and meta substituents yielded even better correlations. Para substituents control the rates through spin-delocalizations and inductive effects. The former outweighs the latter when the latter exerts a modest but distinct influence on the rates. On the other hand, inductive effects are the 'major' or the sole interactions triggered by meta substituents.

Homolytic Rearrangements of Ketenimines to Nitriles: Employments of Hammett Dual Parameters

The thermal isomerizations of ketenimines to nitriles involve a "homolytic" transition state (TS) as the major contributor to the structure of the TS. The rates have been fitted to Hammett dual correlations. The magnitudes of |ρ/ρ| represent the relative weights in the TS assuming homolytic character.

The Role of Single-Electron Transfer in SN2-Type Substitution Reactions of Anions with Alkyl Halides

Rate constants (kobsd) for reactions of electrophiles with: (a) various carbanions, including 9-substituted fluorenide ions (9-GFl-), 9-substituted xanthenide ions, α-cyano carbanions, anb β-diketo enolate ions, (b) phenothiazinide (PTZ-) and carbazole (Cb-) nitranions, (c) 4-substituted phenoxide ions, and (d) thiphenoxide ions, have been campared with rate constants for single-electron transfer (kSET) calculated using a Marcus-type equation.For both 9-GFl- carbanion and 2-GPTZ- nitranion families reacting with SET acceptors, such as 1,1-dinitrocyclohexane, the kobsd/kSET ratio is near unity.For 9-GFl- carbanions reacting with Ph2CHCl the kobsd/kSET ratios range from 2 to 105, those for 2-PTZ- nitranions from 370 to 1.3*104, and those for Cb- nitranions from 108 to 1010.For reactions of 4-GC6H4O- oxanions with Ph2CHCl the ratios range from 103 for G = Me2N to 1013 for G = CN; for PhS- ion reacting with n-BuBr the ratio is 1017.The significance of these results with respect to the role of an outer sphere SET mechanism in substitution reactions of anions with alkyl halides is discussed.

Steric and Electronic Effects in SN2 reactions of 9-Substituted Fluorenyl and α-Cyano Carbanions with Benzyl Chloride in Dimethyl Sulfoxide Solution

Rates of reactions of PhCH2Cl with carbanions derived from six α-cyano carbon acids of varied structure with pKa values ranging over 16 units have been measured.When placed on a log k vs. pKa plot the points fit near to the extended