33268-46-1

Basic information

• Product Name: 2-(4-bromophenyl)-2-phenylacetonitrile
• Synonyms: 2-(4-bromophenyl)-2-phenylacetonitrile
• CAS NO: 33268-46-1
• Molecular Weight: 272.144
• Mol File: 33268-46-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-(4-bromophenyl)-2-phenylacetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-bromophenyl)-2-phenylacetonitrile(33268-46-1)
• EPA Substance Registry System: 2-(4-bromophenyl)-2-phenylacetonitrile(33268-46-1)

Safety Data

• Hazardous Substances Data: 33268-46-1(Hazardous Substances Data)

Usage

Type of compound

Nitrile derivative

Core structure

Phenylacetonitrile

Substituents

4-Bromophenyl and phenyl groups

Usage

Organic synthesis and pharmaceutical research

Purpose

Building block for the synthesis of various compounds

Potential applications

Medicinal chemistry, material science, and as a reagent in chemical reactions

Versatility

Has potential uses in various fields

Upstream product

• 108-86-1 bromobenzene 
• 77597-96-7 α-(4-tolylsulfonyl)phenylacetonitrile 
• 7677-24-9 trimethylsilyl cyanide 
• 13391-38-3 4-bromo-benzhydryl chloride 
• 29334-16-5 phenyl(4-bromophenyl)methanol 
• 100-58-3 phenylmagnesium bromide 
• 1122-91-4 4-bromo-benzaldehyde 
• 140-29-4 phenylacetonitrile 
• 16532-79-9 4-Bromophenylacetonitrile 
• 748166-19-0 1-bromo-4-(1-bromoamino)toluene 
• 71-43-2 benzene 
• 5798-79-8 bromo-phenyl-acetonitrile 

Downstream Products

• 90-90-4 (4-bromophenyl)(phenyl)methanone 
• 324008-28-8 2-(4-bromo-phenyl)-2-phenyl-thioacetamide 
• 324008-34-6 2-(2-{2-[(4-bromo-phenyl)-phenyl-methyl]-thiazol-4-yl}-ethyl)-isoindole-1,3-dione 
• 882979-08-0 4-methylpiperazine-1-carbodithioic acid 3-cyano-3-phenyl-3-(4-bromophenyl)propyl ester 
• 51355-19-2 4-bromo-2-phenyl-2-(4-bromophenyl)butyronitrile 
• 1423701-90-9 C₂₁H₁₇BrO₂ 
• 21771-89-1 α-(4-bromophenyl)phenylacetic acid 
• 5359-48-8 methyl 2-(4-bromophenyl)-2-phenylacetate 
• 1423700-11-1 methyl 2-phenyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate 
• 1423689-30-8 C₃₄H₂₉ClN₂O₅ 
• 1423689-33-1 C₃₃H₂₇ClN₂O₅ 
• 1423683-47-9 C₃₃H₂₇ClN₂O₅ 
• 1423683-51-5 C₃₃H₂₇ClN₂O₅ 
• 69218-80-0 2,3-Bis-(4-bromo-phenyl)-2,3-diphenyl-succinonitrile 

Relevant articles and documents

Palladium-Catalyzed Regiodivergent Substitution of Propargylic Carbonates

The palladium(0)-catalyzed, ligand-controlled, regioselective addition of diaryl acetonitrile pronucleophiles to propargylic carbonates is reported. Selective formation of either terminal 1,3-dienyl or propargylated products is proposed to arise from a change in reaction mechanism controlled by the denticity of the coordinating ligand.

Zn(OTf)2 - Catalyzed direct cyanation of benzylic alcohols - A novel synthesis of α-aryl nitriles

This work demonstrates an efficient method to prepare α-aryl nitriles by direct cyanation of benzylic alcohol with TMSCN in the presence of a catalytic amount of Zn(OTf)2 under heating condition. A variety of benzylic alcohols can be converted into the corresponding α-aryl nitriles in good to excellent yields. 2012 Elsevier Ltd. All rights reserved.

Potential modes of interaction of 9-aminomethyl-9,10-dihydroanthracene (AMDA) derivatives with the 5-HT2A receptor: A ligand structure-affinity relationship, receptor mutagenesis and receptor modeling investigation

The effects of 3-position substitution of 9-aminomethy 1-9,10- dihydroanthracene (AMDA) on 5-HT2A receptor affinity were determined and compared to a parallel series of DOB-like 1-(2,5-dimethoxyphenyl)-2- aminopropanes substituted at the 4-position. The results were interpreted within the context of 5-HT2A receptor models that suggest that members of the DOB-like series can bind to the receptor in two distinct modes that correlate with the compounds' functional activity. Automated ligand docking and molecular dynamics suggest that all of the AMDA derivatives, the parent of which is a 5-HT2A antagonist, bind in a fashion analogous to that for the sterically demanding antagonist DOB-like compounds. The failure of the F340 6.52L mutation to adversely affect the affinity of AMDA and the 3-bromo derivative is consistent with the proposed modes of orientation. Evaluation of ligand-receptor complex models suggest that a valine/threonine exchange between the 5-HT2A and D2 receptors may be the origin of selectivity for AMDA and two substituted derivatives.