(E)-1-(2-Bromovinyl)-4-methoxybenzene

Base Information

• Chemical Name: (E)-1-(2-Bromovinyl)-4-methoxybenzene
• CAS No.: 6303-59-9
• Molecular Formula: C₉H₉BrO
• Molecular Weight: 213.074
• NSC Number: 43295
• Nikkaji Number: J596.007J,J810.465D
• Mol file: 6303-59-9.mol

Synonyms:6303-59-9;(E)-1-(2-Bromovinyl)-4-methoxybenzene;p-(2-Bromo)vinyl Anisole;1-[(E)-2-bromoethenyl]-4-methoxybenzene;1-(2-Bromovinyl)-4-methoxybenzene;1-(2-bromoethenyl)-4-methoxybenzene;MFCD00463670;NSC43295;4-Methoxystyryl bromide;para-Methoxy-beta-bromostyrene;SCHEMBL8907450;P-(2-BROMO)VINYLANISOLE;(E)-beta-Bromo-4-methoxystyrene;NSC-43295;AKOS015964620;27570-08-7;(e)-1-bromo-2-(4-methoxyphenyl)ethylene;1-[(E)-2-bromovinyl]-4-methoxy-benzene;4-((1E)-2-Bromovinyl)-1-methoxybenzene;CS-0302929;EN300-802060;1-((E)-2-BROMO-VINYL)-4-METHOXY-BENZENE

Chemical Property of (E)-1-(2-Bromovinyl)-4-methoxybenzene

Chemical Property:

• Vapor Pressure: 0.00544mmHg at 25°C
• Melting Point: 50-55°C
• Boiling Point: 125-140 °C / 3 mm
• Flash Point: 112.1°C
• PSA: 9.23000
• Density: 1.41g/cm³
• LogP: 3.06080
• Storage Temp.: Amber Vial, Refrigerator, Under Inert Atmosphere
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 211.98368
• Heavy Atom Count: 11
• Complexity: 126

Purity/Quality:

99%, ^*data from raw suppliers

p-(2-Bromo)vinylAnisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=CBr
• Isomeric SMILES: COC1=CC=C(C=C1)/C=C/Br

Technology Process of (E)-1-(2-Bromovinyl)-4-methoxybenzene

There total 86 articles about (E)-1-(2-Bromovinyl)-4-methoxybenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

(E)-3-(4-methoxyphenyl)acrylic acid (943-89-5) → (E)-4-(2-bromo-vinyl)-anisole (6303-59-9,60592-52-1,27570-08-7)

Guidance literature:

With Oxone; sodium carbonate; sodium bromide; In acetonitrile; at 20 ℃; for 2h;

Reference yield: 85.0%

(2RS,3SR)-2,3-dibromo-3-(4-methoxyphenyl)propanoic acid (31448-61-0,77820-32-7) → (E)-4-(2-bromo-vinyl)-anisole (6303-59-9,60592-52-1,27570-08-7)

Guidance literature:

With silver(I) acetate; In acetic acid; for 0.00833333h; microwave irradiation;

DOI:10.1016/j.tet.2004.10.102

Reference yield: 83.0%

3-(4'-methoxyphenyl)propenoic acid (830-09-1) + benzylamine (100-46-9) → (E)-4-(2-bromo-vinyl)-anisole (6303-59-9,60592-52-1,27570-08-7) + N-benzyl 4-methoxycinnamide (141381-76-2)

Guidance literature:

3-(4'-methoxyphenyl)propenoic acid; With Bromotrichloromethane; triphenylphosphine; In dichloromethane; for 0.75h; Reflux;

benzylamine; In dichloromethane; for 14h; Reflux;

DOI:10.1016/j.crci.2016.04.004

upstream raw materials:

cis-p-Benzoyloxystyrylbromid

dimethyl sulfate

(bromomethylene)triphenylphosphorane

4-methoxy-benzaldehyde

Downstream raw materials:

1-Methoxy-4-[2,3,5-triethyl-4-eth-(E)-ylidene-cyclopent-2-en-(E)-ylidenemethyl]-benzene

(Z)-1-(4'-methoxyphenyl)dec-1-en-3-yne

(E)-1-(4'methoxyphenyl)dec-1-en-3-yne

(5-(4-methoxybenzylidene)cyclopenta-1,3-diene-1,2,3,4-tetrayl)tetrabenzene

Refernces

• 1、 Gilmour, Ryan,Hostmann, Theresa,Nevesely, Tomá?. "Illuminatinganti-hydrozirconation: controlled geometric isomerization of an organometallic species". . p. 10643 - 10648. Retrieved 2021/08/20.
• 2、 Yu, Xiaolong,Zheng, Hongling,Zhao, Haonan,Lee, Boon Chong,Koh, Ming Joo. "Iron-Catalyzed Regioselective Alkenylboration of Olefins". supporting information. p. 2104 - 2109. Retrieved 2020/11/30.