96308-15-5

Basic information

• Product Name: (E)-1-bromo-2-(but-2-en-2-yl)benzene
• Synonyms: (E)-1-bromo-2-(but-2-en-2-yl)benzene
• CAS NO: 96308-15-5
• Molecular Weight: 211.101
• Mol File: 96308-15-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (E)-1-bromo-2-(but-2-en-2-yl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-bromo-2-(but-2-en-2-yl)benzene(96308-15-5)
• EPA Substance Registry System: (E)-1-bromo-2-(but-2-en-2-yl)benzene(96308-15-5)

Safety Data

• Hazardous Substances Data: 96308-15-5(Hazardous Substances Data)

Upstream product

• 603110-76-5 1-bromo-2-(but-2-en-2-yl)benzene 
• 2142-69-0 2-bromophenyl methyl ketone 
• 1530-32-1 ethyltriphenylphosphonium bromide 
• 925-90-6 ethylmagnesium bromide 

Downstream Products

• 603110-65-2 2-(but-2-en-2-yl)benzoic acid 
• 91-55-4 2,3-dimethylindole 
• 603110-66-3 4-methyl-N-[2-(1-methyl-propenyl)-benzoyl]-benzenesulfonamide 
• 603110-67-4 N-benzyloxy-2-(1-methyl-propenyl)-benzamide 
• 603110-68-5 3-[2-((E)-1-Methyl-propenyl)-phenyl]-3-oxo-propionic acid ethyl ester 
• 603110-69-6 [2-((E)-1-Methyl-propenyl)-phenyl]-methanol 
• 96308-16-6 (E)-1-azido-2-(but-2-en-2-yl)benzene 

Relevant articles and documents

Enantioselective Bromo-oxycyclization of Silanol

Relying on the nucleophilicity of silanol for building up silicon-incorporated scaffold with an enantiopure tetrasubstituted carbon center remains elusive. In this report, asymmetric bromo-oxycyclization of olefinic silanol by using chiral anionic phase-transfer catalyst is described. This protocol provided a facile entry to a wide arrangement of enantiopure benzoxasilole in moderate to excellent enantioselectivities depending on the unique reactivity of bromine/N-benzyl-DABCO complex.

A Transient Directing Group Strategy Enables Enantioselective Multicomponent Organofluorine Synthesis

The vicinal fluorofunctionalization of alkenes represents an expedient strategy for converting feedstock olefins into valuable fluorinated molecules and as such has garnered significant attention from the synthetic community; however, current methods remain limited in terms of scope and selectivity. Here we report the site-selective palladium-catalyzed three-component coupling of alkenylbenzaldehydes, arylboronic acids, and N-fluoro-2,4,6-trimethylpyridinium hexafluorophosphate facilitated by a transient directing group. The synthetically enabling methodology constructs vicinal stereocenters with excellent regio-, diastereo-, and enantioselectivities, forging products that map onto bioactive compounds.

Comparison of the Ease of Thermolysis of Ortho-Substituted Phenyl Azides Having α,β or β,γ Imine Functions

o-Azidobenzaldehyde benzylimine (7) thermolyzes 34 times faster than phenyl azide and 1.6 times faster than p-chlorobenzaldehyde o-azidoanil (8), whereas benzaldehyde (o-azidobenzyl)imine (9) and acetophenone (o-azidobenzyl)imines (10a-e) show little or no rate enhancement over phenyl azide.An electrocyclic mechanism can account for the rates of 7 and 8 relative to each other but not of 8 relative to phenyl azide; 9 and 10a-e appear to thermolyze by nitrene formation, even though a mechanism through intramolecular cycloaddition may in principle be available.A mechanism based on electrostatic effects in a dipolar transition state can corr elate the effects of different types of α,β-unsaturated ortho substituents.