27570-08-7

Basic information

• Product Name: Benzene, 1-[(1E)-2-bromoethenyl]-4-methoxy-
• Synonyms: Benzene,1-[(1E)-2-bromoethenyl]-4-methoxy;2-(4-methoxyphenyl)vinyl bromide;(E)-1-(2-bromovinyl)-4-methoxybenzene;(E)-1-bromo-2-(4-methoxyphenyl)ethylene;1-((E)-2-BROMO-VINYL)-4-METHOXY-BENZENE
• CAS NO: 27570-08-7
• Molecular Formula: C9H9BrO
• Molecular Weight: 213.074
• Mol File: 27570-08-7.mol
• Article Data: 95

Chemical Properties

• Melting Point: 51 °C
• CAS DataBase Reference: Benzene, 1-[(1E)-2-bromoethenyl]-4-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-[(1E)-2-bromoethenyl]-4-methoxy-(27570-08-7)
• EPA Substance Registry System: Benzene, 1-[(1E)-2-bromoethenyl]-4-methoxy-(27570-08-7)

Safety Data

• Hazardous Substances Data: 27570-08-7(Hazardous Substances Data)

Upstream product

• 724744-12-1 cis-p-Benzoyloxystyrylbromid 
• 77-78-1 dimethyl sulfate 
• 60512-57-4 1-(2,2-dibromovinyl)-4-methoxybenzene 
• 75-25-2 Bromoform 
• 5953-85-5 p-anisaldehyde hydrazone 
• 880634-13-9 5-[(bromomethyl)sulfonyl]-1-phenyl-1H-tetrazole 
• 123-11-5 4-methoxy-benzaldehyde 
• 31448-61-0 (2RS,3SR)-2,3-dibromo-3-(4-methoxyphenyl)propanoic acid 
• 768-60-5 4-methoxyphenylacetylen 
• 56798-08-4 (E)-1-bromo-2-iodoethylene 
• 696-62-8 para-iodoanisole 
• 17497-85-7 1,3,5-tribromo-1,3,5-triazinane-2,4,6-trione 
• 943-89-5 (E)-3-(4-methoxyphenyl)acrylic acid 
• 136618-41-2 E-2'-p-methoxystyryl iodide 

Downstream Products

• 637-69-4 4-Methoxystyrene 
• 64304-83-2 trans-1-(4-methoxyphenyl)-2-methoxyethene 
• 768-60-5 4-methoxyphenylacetylen 
• 129880-32-6 2-[(Z)-2-(4-Methoxy-phenyl)-vinyl]-isoindole-1,3-dione 
• 25679-28-1 cis-Anethole 
• 607376-26-1 (Z,Z)-1-(2-bromophenyl)-6-(p-anisyl)-1,5-hexadien-3-yne 
• 943-89-5 (E)-3-(4-methoxyphenyl)acrylic acid 
• 5301-97-3 4-(4-methoxyphenyl)-1H-[1,2,3]triazole 

Relevant articles and documents

Preparation and properties of high birefringence phenylacetylene isothiocyanato-based blend liquid crystals

A series of compounds of with high birefringence containing alkoxy–phenylacetylene–isothiocyanato structure were synthesized and characterized. The chemical structures of these compounds were confirmed by FT-IR and 1H-NMR, and transition temperatures and birefringence were measured. One of these compounds with good liquid crystal property and high birefringence was mixed with host liquid crystal to form blend liquid crystal. The effects of the concentration of the compound on phase temperature range, birefringence, resistivity, dielectric anisotropy and photoelectric properties were discussed. The results showed that blend liquid crystal (with 7 wt% compound) exhibited excellent comprehensive performance.

Illuminatinganti-hydrozirconation: controlled geometric isomerization of an organometallic species

A general strategy to enable the formalanti-hydrozirconation of arylacetylenes is reported that mergescis-hydrometallation using the Schwartz Reagent (Cp2ZrHCl) with a subsequent light-mediated geometric isomerization atλ= 400 nm. Mechanistic delineation of thecontra-thermodynamic isomerization step indicates that a minor reaction product functions as an efficientin situgenerated photocatalyst. Coupling of theE-vinyl zirconium species with an alkyne unit generates a conjugated diene: this has been leveraged as a selective energy transfer catalyst to enableE→Zisomerization of an organometallic species. Through anUmpolungmetal-halogen exchange process (Cl, Br, I), synthetically useful vinyl halides can be generated (up toZ?:?E= 90?:?10). This enabling platform provides a strategy to access nucleophilic and electrophilic alkene fragments in both geometric forms from simple arylacetylenes.

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.