156271-35-1

Basic information

• Product Name: [(2-bromophenyl)methyl](prop-2-en-1-yl)amine
• Synonyms: [(2-bromophenyl)methyl](prop-2-en-1-yl)amine
• CAS NO: 156271-35-1
• Molecular Formula: C10H12BrN
• Molecular Weight: 226.11298
• Mol File: 156271-35-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [(2-bromophenyl)methyl](prop-2-en-1-yl)amine(CAS DataBase Reference)
• NIST Chemistry Reference: [(2-bromophenyl)methyl](prop-2-en-1-yl)amine(156271-35-1)
• EPA Substance Registry System: [(2-bromophenyl)methyl](prop-2-en-1-yl)amine(156271-35-1)

Safety Data

• Hazardous Substances Data: 156271-35-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
[(2-bromophenyl)methyl](prop-2-en-1-yl)amine is used as a key intermediate in the synthesis of various pharmacological compounds. Its unique structure allows for the creation of a wide range of medicinal agents, contributing to the development of new drugs with improved efficacy and safety profiles.
Used in Agrochemical Production:
In the agrochemical industry, [(2-bromophenyl)methyl](prop-2-en-1-yl)amine serves as a building block for the production of various chemicals used in agriculture. Its incorporation into these products can enhance their performance, such as increasing the effectiveness of pesticides or improving the properties of fertilizers.
Used as a Reagent in Organic Reactions:
[(2-bromophenyl)methyl](prop-2-en-1-yl)amine is also utilized as a reagent in organic chemistry, particularly for the formation of carbon-carbon and carbon-nitrogen bonds. Its reactivity and functional groups make it a valuable tool for creating complex molecular structures and advancing the field of organic synthesis.
Used in Research for Medicinal Applications:
Due to its potential biological activity, [(2-bromophenyl)methyl](prop-2-en-1-yl)amine is under investigation for its possible use in the development of new medicines. Researchers are exploring its interactions with biological targets to understand its therapeutic potential and how it may be applied in the treatment of various diseases and conditions.

Upstream product

• 6630-33-7 ortho-bromobenzaldehyde 
• 206271-34-3 Allyl-[1-(2-bromo-phenyl)-meth-(E)-ylidene]-amine 
• 107-11-9 1-amino-2-propene 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 

Downstream Products

• 1431377-87-5 1-(4-((diphenylphosphoryl)methyl)-3,4-dihydroisoquinolin-2(1H)-yl)ethanone 
• 1431377-80-8 N-allyl-N-(2-bromobenzyl)acetamide 

Relevant articles and documents

Nickel(II) Catalyzed Hydroboration: A Route to Selective Reduction of Aldehydes and N-Allylimines

A cationic [(iminophosphine)nickel(allyl)]+ complex was found to be sufficiently electrophilic to activate aldehydes and N-allylimines to undergo hydroboration with pinacolborane (HBpin) under mild reaction conditions. The catalyst displayed excellent selectivity toward aldehydes in the presence of ketones. A wide variety of functional groups were tolerated, including halogens, NO2, CN, OMe, and alkenes for both aldehydes and imines. Electron-rich substrates were found to be significantly more reactive than their electron poor counterparts, a feature that was correlated to their enhanced ability to coordinate to the Lewis acidic nickel center.

Selective hydrosilylation of N-allylimines using a (3-iminophosphine)palladium precatalyst

Hydrosilylation utilizing a (3-iminophosphine)palladium catalyst leads to the selective reduction of the imine unit of allylimines. Successful reduction of twenty-five different substituted aromatic and alkyl allylimines demonstrated the scope and selecti

Experimental and computational study of 6- Exo and 7- Endo cyclization of aryl radicals followed by Tandem SRN1 Substitution

The reaction of N-allyl-N-(2-halobenzyl)-acetamides and derivatives was investigated in liquid ammonia under irradiation with the nucleophiles Me 3Sn-, Ph2P- and O 2NCH2-. Following this procedure, novel substituted 2-acetyl-1,2,3,4-tetrahydroisoquinolines and substituted 2-acetyl-2,3,4,5-tetrahydro-1H-benzo[c]azepines were obtained in good yields. These reactions are proposed to occur through the intermediacy of aryl radicals, which by intramolecular 6-exo or 7-endo attack to a double bond cyclize to give aliphatic radicals, which react along the propagation steps of the S RN1 chain cycle to afford the cyclic substituted compounds as main products. The reactions were modeled with DFT methods, which provide a rational understanding that relates the product distribution to the structure of the aliphatic radicals proposed as intermediates and the kinetic of their formation.

Flow synthesis of organic azides and the multistep synthesis of imines and amines using a new monolithic triphenylphosphine reagent

Here we describe general flow processes for the synthesis of alkyl and aryl azides, and the development of a new monolithic triphenylphosphine reagent, which provides a convenient format for the use of this versatile reagent in flow. The utility of these new tools was demonstrated by their application to a flow Staudinger aza-Wittig reaction sequence. Finally, a multistep aza-Wittig, reduction and purification flow process was designed, allowing access to amine products in an automated fashion.