2-Bromo-3-(4-methoxyphenyl)-1-propene

Base Information

• Chemical Name: 2-Bromo-3-(4-methoxyphenyl)-1-propene
• CAS No.: 90968-62-0
• Molecular Formula: C10H11BrO
• Molecular Weight: 227.101
• DSSTox Substance ID: DTXSID30373714
• Nikkaji Number: J808.010K
• Wikidata: Q82162016
• Mol file: 90968-62-0.mol

Synonyms:2-Bromo-3-(4-methoxyphenyl)-1-propene;90968-62-0;1-(2-Bromoallyl)-4-methoxybenzene;1-(2-bromoprop-2-enyl)-4-methoxybenzene;4-(2-Bromoallyl)anisole;SCHEMBL15376901;DTXSID30373714;MFCD06201217;AKOS016016816;CS-0363409

Chemical Property of 2-Bromo-3-(4-methoxyphenyl)-1-propene

Chemical Property:

• Vapor Pressure: 0.0108mmHg at 25°C
• Boiling Point: 271.4°C at 760 mmHg
• Flash Point: 107.5°C
• PSA: 9.23000
• Density: 1.329g/cm³
• LogP: 3.14630
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 225.99933
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

98% ^*data from raw suppliers

2-BROMO-3-(4-METHOXYPHENYL)-1-PROPENE ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Bromo-3-(4-methoxyphenyl)-1-propene

There total 4 articles about 2-Bromo-3-(4-methoxyphenyl)-1-propene 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: 74.0%

carbon monoxide (201230-82-2) + 4-methoxyphenyl magnesium bromide (13139-86-1) + 2-bromoallyl bromide (513-31-5) → bis(p-methoxyphenyl)methanone (90-96-0) + 4,4'-Dimethoxybiphenyl (2132-80-1) + 1-(4-methoxyphenyl)-3-bromo-but-3-en-1-one + 1-(2-bromoallyl)-4-methoxybenzene (90968-62-0)

Guidance literature:

carbon monoxide; 4-methoxyphenyl magnesium bromide; With zirconocene dichloride; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere;

2-bromoallyl bromide; With copper(I) bromide; In N,N-dimethyl-formamide; at 0 - 4 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201603133

Reference yield:

4-methoxybenzenediazonium tetrafluoroborate (459-64-3) + 2-bromoallyl bromide (513-31-5) → 1-bromo-4-methoxy-benzene (104-92-7) + 1-(2-bromoallyl)-4-methoxybenzene (90968-62-0)

Guidance literature:

With iron(II) sulfate; In water; dimethyl sulfoxide; for 0.166667h;

DOI:10.1021/jo701717k

Reference yield:

bis(4-methoxyphenyl)telluride (4456-34-2) + 2-bromoallyl bromide (513-31-5) → 1-(2-bromoallyl)-4-methoxybenzene (90968-62-0)

Guidance literature:

With bis(acetylacetonate)nickel(II); diethylzinc; Yield given. Multistep reaction; 1.) THF, rt, 6 h, 2.) THF, -60 deg C to rt;

DOI:10.1016/S0040-4039(96)02482-3

upstream raw materials:

4-methoxyphenyl magnesium bromide

2-bromoallyl bromide

bis(4-methoxyphenyl)telluride

4-methoxybenzenediazonium tetrafluoroborate

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