32347-03-8

Basic information

• Product Name: (E)-1-(2-bromophenyl)-N-phenylmethanimine
• Synonyms: (E)-1-(2-bromophenyl)-N-phenylmethanimine
• CAS NO: 32347-03-8
• Molecular Weight: 260.133
• Mol File: 32347-03-8.mol
• Article Data: 36

Chemical Properties

• CAS DataBase Reference: (E)-1-(2-bromophenyl)-N-phenylmethanimine(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(2-bromophenyl)-N-phenylmethanimine(32347-03-8)
• EPA Substance Registry System: (E)-1-(2-bromophenyl)-N-phenylmethanimine(32347-03-8)

Safety Data

• Hazardous Substances Data: 32347-03-8(Hazardous Substances Data)

Usage

Description

(E)-1-(2-bromophenyl)-N-phenylmethanimine, also known as 2-Bromo-N'-phenylbenzylideneaniline, is a chemical compound characterized by its molecular formula C13H10BrN. It presents as a yellow to brown solid that exhibits solubility in organic solvents while being insoluble in water. (E)-1-(2-bromophenyl)-N-phenylmethanimine is recognized for its role as an intermediate in the synthesis of various pharmaceuticals and organic compounds.

Uses

Used in Pharmaceutical Synthesis:
(E)-1-(2-bromophenyl)-N-phenylmethanimine is used as a key intermediate in the pharmaceutical industry for the synthesis of a range of pharmaceuticals. Its unique structure allows for the creation of diverse medicinal compounds, contributing to the development of new drugs and therapies.
Used in Organic Chemistry:
In the field of organic chemistry, (E)-1-(2-bromophenyl)-N-phenylmethanimine serves as an important building block for the synthesis of complex organic molecules. Its reactivity and structural features make it a valuable component in the creation of specialty chemicals and materials.
Safety and Handling:
It is crucial to handle (E)-1-(2-bromophenyl)-N-phenylmethanimine with caution due to its potential harmful effects. Ingestion, inhalation, and skin or eye contact can lead to adverse health effects, necessitating proper safety measures during its use and storage.

Upstream product

• 538-51-2 benzylidene phenylamine 
• 98-95-3 nitrobenzene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 18982-54-2 o-bromobenzyl alcohol 
• 62-53-3 aniline 
• 1750-36-3 (E)-N-benzylidenebenzenamine 

Downstream Products

• 1228923-36-1 (S)-5-[(R)-(2-bromophenyl)(phenylamino)methyl]furan-2(5H)-one 
• 1019526-98-7 N-(2-bromo-α-methylbenzyl)aniline 
• 1620284-68-5 C₁₄H₁₀F₃NS 
• 1449678-34-5 C₁₈H₁₇NO₃ 
• 137018-12-3 3,3-Dimethyl-1-phenyl-4-o-tolyl-azetidin-2-one 
• 5438-81-3 3,3-dimethyl-1,4-diphenyl-azetidin-2-one 
• 1449678-27-6 C₁₇H₁₆BrNO 
• 1394138-03-4 C₃₁H₂₇BrN₂O₂ 
• 1393689-01-4 tert-butyl 2-(2-phenylisoindolin-1-yl)acetate 
• 50844-92-3 N-(2-bromobenzyl)benzenamine 
• 1364806-34-7 3-imino-2-phenyl-2,3-dihydroisoquinoline-4-carbonitrile 
• 674788-32-0 2-(2-bromophenyl)-4-phenylquinoline 
• 3682-71-1 2-phenyl-2H-indazole 
• 170120-70-4 NiBr(P(CH₃)2C₆H₅)2(C₆H₄CHNC₆H₅) 

Relevant articles and documents

Tris-NHC-propagated self-supported polymer-based Pd catalysts for heterogeneous C-H functionalization

Three-dimensionally propagated imidazolium-containing mesoporous coordination polymer and organic polymer-based platforms were successfully exploited to develop single-site heterogenized Pd-NHC catalysts for oxidative arene/heteroarene C-H functionalization reactions. The catalysts were efficient in directed arene halogenation, and nondirected arene and heteroarene arylation reactions. High catalytic activity, excellent heterogeneity and recyclability were offered by these systems making them promising candidates in the area of heterogeneous C-H functionalization, where efficient catalysts are still scarce.

A Short Approach to N -Aryl-1,2,3,4-tetrahydroisoquinolines from N -(2-Bromobenzyl)anilines via a Reductive Amination/Palladium-Catalyzed Ethoxyvinylation/Reductive N -Alkylation Sequence

N -Aryl-1,2,3,4-tetrahydroisoquinolines are obtained via a convenient and short protocol with a broad range of substituents on both aromatic rings and high functional group tolerance. Starting from readily available ortho -brominated aromatic aldehydes and primary aromatic amines, condensation of these building blocks under reductive conditions gives N -aryl 2-bromobenzylamines. The C-3/C-4-unit of the tetrahydroisoquinoline is introduced using commercially available 2-ethoxyvinyl pinacolboronate under Suzuki conditions. Finally, the obtained crude ortho -ethoxyvinyl benzylamines are cyclized via an intramolecular reductive amination using the combination of triethylsilane/TFA to give the desired N -aryl-1,2,3,4-tetrahydroisoquinolines.

Oxidative cross-dehydrogenative coupling (CDC)viaC(sp2)-H bond functionalization:tert-butyl peroxybenzoate (TBPB)-promoted regioselective direct C-3 acylation/benzoylation of 2H-indazoles with aldehydes/benzyl alcohols/styrenes

An efficient, cost-effective, transition-metal-free, oxidative C(sp2)-H/C(sp2)-H cross-dehydrogenative couplingviaa C(sp2)-H bond functionalization protocol for the regioselective direct C-3 acylation/benzoylation of subst