430434-57-4

Usage

Uses

Used in Organic Synthesis:
(E)-1-bromo-2-(2-bromovinyl)benzene is used as an intermediate in the production of other chemicals. Its unique structure allows it to be a valuable component in the synthesis of various compounds, contributing to the development of new materials and substances.
Used in Chemical Production:
In the chemical industry, (E)-1-bromo-2-(2-bromovinyl)benzene is utilized as a starting material for the creation of a range of chemical products. Its versatility in organic synthesis makes it an essential component in the manufacturing process of different chemical entities.
Safety Measures:
(E)-1-bromo-2-(2-bromovinyl)benzene is classified as a hazardous substance. It is crucial to follow proper safety protocols when handling and storing (E)-1-bromo-2-(2-bromovinyl)benzene. Adequate ventilation and the use of protective equipment, such as gloves and masks, should be maintained to minimize potential health risks associated with its strong odor and hazardous nature.

Upstream product

• 75-25-2 Bromoform 
• 1034-49-7 (bromomethyl)triphenyl phosphonium bromide 
• 6630-33-7 ortho-bromobenzaldehyde 
• 7345-79-1 2-bromocinnamic acid 
• 2039-88-5 2-bromostyrene 
• 74-95-3 1,1-dibromomethane 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 

Downstream Products

• 1206884-54-9 2-(2-bromophenyl)pyrazolo[1,5-a]pyridine 
• 51220-04-3 (E)-3-(2-bromophenyl)acrylonitrile 

Relevant academic research and scientific papers

Method for synthesizing beta-bromostyrene through metal-free catalysis

The invention discloses a method for synthesizing beta-bromostyrene through metal-free catalysis, and belongs to the technical field of organic chemistry. Substituted styrene 1 is used as a raw material and is reacted in the presence of a bromination reagent, sodium persulfate and dichloroethane, and the beta-bromostyrene compound 2 can be obtained in one step. The method is capable of solving thetechnical problem that in the traditional synthesis method, conversion into alkenyl boron, alkenyl silicon and other intermediates under the catalysis of noble metals and then further halogenation are needed; the defects of expensive reaction reagent, high catalytic cost, complex operation, incapability of large-scale preparation and the like in the traditional preparation method are avoided; byadopting the method, a series of beta-bromostyrene compounds can be obtained, and the method has a potential application prospect.

Facile Synthesis of β-Bromostyrenes by Direct Bromination of Styrenes with N -Bromosuccinimide and Sodium Persulfate

A new, direct, efficient, and transition-metal-free method is reported for the synthesis of β-bromostyrenes from styrenes by using N -bromosuccinimide as the brominating reagent and sodium persulfate (Na 2S 2O 8) as the oxidant. This convenient and concise reaction is practical, operationally simple, and can be adapted for large-scale syntheses.

Decarboxylative bromination of α,β-unsaturated carboxylic acids via an anodic oxidation

A novel bromination of α,β-unsaturated carboxylic acids was developed via a decarboxylation by virtue of a direct anodic electro-oxidation. In this method, ammonium bromide was employed as a bromine source and the reaction features transition-metal-free, short time, and no additional supporting electrolyte.

H-β-zeolite catalyzed synthesis of β-bromostyrenes from styrene bromohydrins

Synthesis of β-bromostyrenes from styrene bromohydrins using H-β-zeolite as catalyst under moderate conditions is reported. The catalyst could be regenerated and reused up to three consecutive cycles.

The development of domino reactions incorporating the heck reaction: The formation of N-heterocycles

The methodological development of a series of domino or cascade reactions affording a series of N-heterocycles is described. The rapid formation of these ring systems is in each case associated with the incorporation of a Heck reaction at either an early

Synthesis of 2- and 2,3-substituted Pyrazolo[1,5- a ]pyridines: Scope and mechanistic considerations of a domino direct alkynylation and cyclization of n -iminopyridinium ylides using alkenyl bromides, alkenyl iodides, and alkynes

Direct functionalization and tandem processes have both received considerable recent interest due to their cost and time efficiency. Herein we report the synthesis of difficult to obtain 2-substituted pyrazolo[1,5-a] pyridines through a tandem palladium-catalyzed/silver-mediated elimination/direct functionalization/cyclization reaction involving N-benzoyliminopyridinium ylides. As such, these biologically important molecules are prepared in an efficient, high-yielding manner, only requiring a two-step sequence from pyridine. Aryl-substituted alkenyl bromides and iodides are effective ylide coupling partners. Mechanistic studies led to the use of terminal alkynes, which extended the scope of the reaction to include alkyl substitution on the unsaturated reactive site. The optimization, scope, and mechanistic considerations of the process are discussed.

Cascade palladium-catalyzed alkenyl aminocarbonylation/ Intramolecular aryl amidation: An annulative synthesis of 2-quinolones

(Chemical Equation Presented) Palladium-catalyzed intermolecular aminocarbonylation/intramolecular amidation cascade sequences can be used to convert a range of 2-(2-haloalkenyl)aryl halide substrates efficiently and selectively to the corresponding 2-qui

Convenient one-pot synthesis of (E)-β-aryl vinyl halides from benzyl bromides and dihalomethanes

(Chemical Equation Presented) (E)-β-Aryl vinyl iodides are synthesized in high yield with excellent stereoselectivity from benzyl bromides by a one-pot homologation/ stereoselective elimination procedure. Convenient conditions involving the anion of diiodomethane and an excess of base provide complete consumption of the benzyl bromide and elimination from a diiodoalkane intermediate. Similar conditions provide (E)-β-aryl vinyl chlorides and bromides by employing the anions of ICH2CI or CH2Br 2. The functional group tolerance and facile purification allows rapid access to a wide range of functionalized vinyl halides.

2-(2-Haloalkenyl)-aryl halides as substrates for palladium-catalysed tandem C-N bond formation: Efficient synthesis of 1-substituted indoles

2-(2-Haloalkenyl)-aryl halides, conveniently prepared in a single step from the corresponding o-halobenzaldehydes, are combined with amines under Pd catalysis to provide 1-substituted indoles. All combinations of Br and Cl leaving groups can be employed,

New method for the synthesis of β-bromostyrenes

A new stereoselective method was developed for the synthesis of β-bromostyrenes (E/Z > 5/1) starting from hydrazones of aromatic aldehydes and bromoform in the presence of CuCl.