131428-24-5

Basic information

• Product Name: (Z)-1-Bromo-2-(o-methoxyphenyl)ethylene
• Synonyms: (Z)-1-Bromo-2-(o-methoxyphenyl)ethylene
• CAS NO: 131428-24-5
• Molecular Weight: 213.074
• Mol File: 131428-24-5.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: (Z)-1-Bromo-2-(o-methoxyphenyl)ethylene(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1-Bromo-2-(o-methoxyphenyl)ethylene(131428-24-5)
• EPA Substance Registry System: (Z)-1-Bromo-2-(o-methoxyphenyl)ethylene(131428-24-5)

Safety Data

• Hazardous Substances Data: 131428-24-5(Hazardous Substances Data)

Upstream product

• 14737-91-8 (Z)-o-methoxycinnamic acid 
• 90585-32-3 1,1-dibromo-2-(2-methoxyphenyl)ethene 
• 135-02-4 ortho-anisaldehyde 
• 612-15-7 o-methoxystyrene 
• 6099-03-2 3-(2'-methoxyphenyl)propenoic acid 
• 1011-54-7 2-methoxycinnamic acid 
• 529-28-2 4-iodoanisol 
• 14275-61-7 (E)-1,2-bis(tri-n-butylstannyl)ethene 
• 578-57-4 2-bromoanisole 
• 142777-24-0 2,3-Dibromo-3-(o-methoxyphenyl)propionic acid 
• 60135-14-0 α-bromo-2-methoxy-cis-cinnamic acid 

Downstream Products

• 767-91-9 1-ethynyl-2-methoxybenzene 
• 1059544-28-3 2-[2-(2-methoxyphenyl)vinyl]-5-phenyl-oxazole 
• 1261990-57-1 (E)-(2-methoxystyryl)(phenyl)selenide 
• 88215-09-2 2-(2-methoxyphenyl)-2H-chromene 
• 149777-81-1 (E)-2-(2-methoxystyryl)-4,4,5,5-tetramethyl-1,3-dioxa-2-borolane 
• 142039-29-0 (E)-1-(3,3-dimethylbut-1-en-1-yl)-2-methoxybenzene 

Relevant articles and documents

Iron-Catalyzed Regioselective Alkenylboration of Olefins

The first examples of an iron-catalyzed three-component synthesis of homoallylic boronates from regioselective union of bis(pinacolato)diboron, an alkenyl halide (bromide, chloride or fluoride), and an olefin are disclosed. Products that bear tertiary or quaternary carbon centers could be generated in up to 87 % yield as single regioisomers with complete retention of the olefin stereochemistry. With cyclopropylidene-containing substrates, ring cleavage leading to trisubstituted E-alkenylboronates were selectively obtained. Mechanistic studies revealed reaction attributes that are distinct from previously reported alkene carboboration pathways.

The hydrodebromination of 1,1-dibromoalkenes via visible light catalysis

Vinyl bromides are versatile synthetic intermediates and widely applied in organic synthesis and pharmaceuticals. Herein, a hydrodebromination reaction of 1,1-dibromoalkenes was established via visible light catalysis. A variety of structurally different vinyl bromides were obtained in moderate to excellent yields.

Palladium-Catalyzed Decarboxylative γ-Olefination of 2,5-Cyclohexadiene-1-carboxylic Acid Derivatives with Vinyl Halides

This study explores a Pd-catalyzed decarboxylative Heck-type Csp3-Csp2 coupling reaction of 2,5-cyclohexadiene-1-carboxylic acid derivatives with vinyl halides to provide γ-olefination products. The olefinated 1,3-cyclohexadienes can be further oxidized to produce meta-alkylated stilbene derivatives. Additionally, the conjugated diene products can also undergo a Diels-Alder reaction to produce a bicyclo[2.2.2]octadiene framework.