6303-59-9

Basic information

• Product Name: P-(2-BROMO)VINYL ANISOLE
• Synonyms: 1-((E)-2-BROMO-VINYL)-4-METHOXY-BENZENE;P-(2-BROMO)VINYL ANISOLE;1-(2-BroMoethenyl)-4-Methoxybenzene;4-Methoxy-β-broMostyrene;NSC 43295;β-BroMo-p-Methoxystyrene
• CAS NO: 6303-59-9
• Molecular Formula: C₉H₉BrO
• Molecular Weight: 213.07
• Product Categories: Aromatics Compounds;Aromatics
• Mol File: 6303-59-9.mol
• Article Data: 95

Chemical Properties

• Melting Point: 50-55°C
• Boiling Point: 125-140 °C / 3 mm
• Flash Point: 112.1°C
• Appearance: /
• Density: 1.41g/cm³
• Vapor Pressure: 0.00544mmHg at 25°C
• Refractive Index: 1.603
• Storage Temp.: Amber Vial, Refrigerator, Under Inert Atmosphere
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly), Ethyl Acetate (Slightly)
• Stability: Light Sensitive
• CAS DataBase Reference: P-(2-BROMO)VINYL ANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: P-(2-BROMO)VINYL ANISOLE(6303-59-9)
• EPA Substance Registry System: P-(2-BROMO)VINYL ANISOLE(6303-59-9)

Safety Data

• Hazardous Substances Data: 6303-59-9(Hazardous Substances Data)

Usage

Chemical Properties

Light Yellow Solid

InChI:InChI=1/C9H9BrO/c1-11-9-4-2-8(3-5-9)6-7-10/h2-7H,1H3/b7-6+

Upstream product

• 39598-55-5 (bromomethylene)triphenylphosphorane 
• 123-11-5 4-methoxy-benzaldehyde 
• 31448-61-0 (2RS,3SR)-2,3-dibromo-3-(4-methoxyphenyl)propanoic acid 
• 696-62-8 para-iodoanisole 
• 14275-61-7 (E)-1,2-bis(tri-n-butylstannyl)ethene 
• 768-60-5 4-methoxyphenylacetylen 
• 830-09-1 3-(4'-methoxyphenyl)propenoic acid 
• 100-46-9 benzylamine 
• 7471-32-1 m-nitroacetophenone oxime 
• 31448-61-0 2,3-dibromo-3-(4-methoxy-phenyl)-propionic acid 
• 7732-18-5 water 
• 60512-57-4 1-(2,2-dibromovinyl)-4-methoxybenzene 
• 4180-23-8 E-1-(4'-methoxyphenyl)prop-1-ene 
• 724744-12-1 cis-p-Benzoyloxystyrylbromid 

Downstream Products

• 19291-90-8 1,2-Dicyan-7-methoxynaphthalin 
• 102749-09-7 1,10-bis(4-methoxyphenyl)deca-1,3,5,7,9-pentaene 
• 768-60-5 4-methoxyphenylacetylen 
• 607376-26-1 (Z,Z)-1-(2-bromophenyl)-6-(p-anisyl)-1,5-hexadien-3-yne 
• 185259-53-4 (E)-1-methoxy-4-(2-phenylselanylvinyl)-benzene 
• 124268-92-4 Pd{1,1'-bis(diphenylphosphino)ferrocene}(η2-C6H5CH2CH=CHC6H4OCH3) 
• 123860-24-2 Pt*((C₆H₅)2PC₅H₄)2Fe*CH₃OC₆H₄CHCHBr=Pt(((C₆H₅)2PC₅H₄)2Fe)(CH₃OC₆H₄CHCHBr) 
• 123886-28-2 Pt(((C₆H₅)2PC₅H₄)2Fe)(CHCHC₆H₄OCH₃)⁽¹⁺⁾*Br^(1-)=[Pt(((C₆H₅)2PC₅H₄)2Fe)(CHCHC₆H₄OCH₃)]Br 
• 22145-09-1 (1E,3E)-1,4-bis(4-methoxyphenyl)buta-1,3-diene 

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.

Cyclic Diaryl λ3-Bromanes: A Rapid Access to Molecular Complexity via Cycloaddition Reactions

Biaryls have widespread applications in organic synthesis. However, sequentially polysubstituted biaryls are underdeveloped due to their challenging preparation. Herein, we report the synthesis of dissymetric 2,3,2′,3′,4-substituted biaryls via pericyclic reactions of cyclic diaryl λ3-bromanes. The functional groups tolerance and atom economy allow access to molecular complexity in a single reaction step. Continuous flow protocol has been designed for the scale-up of the reaction, while postfunctionalizations have been developed taking advantage of the residual Br-atom.

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.