1-Bromo-2-(but-3-enyloxy)benzene

Base Information

• Chemical Name: 1-Bromo-2-(but-3-enyloxy)benzene
• CAS No.: 87280-00-0
• Molecular Formula: C10H11BrO
• Molecular Weight: 227.101
• DSSTox Substance ID: DTXSID70464756
• Nikkaji Number: J2.304.382C
• Wikidata: Q82290226
• Mol file: 87280-00-0.mol

Synonyms:1-bromo-2-(but-3-enyloxy)benzene;87280-00-0;1-bromo-2-but-3-enoxybenzene;1-BROMO-2-(BUT-3-EN-1-YLOXY)BENZENE;Benzene, 1-bromo-2-(3-butenyloxy)-;DTXSID70464756;CS-M0599;AKOS013636621;CS-16988

Chemical Property of 1-Bromo-2-(but-3-enyloxy)benzene

Chemical Property:

• PSA: 9.23000
• LogP: 3.40400
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 225.99933
• Heavy Atom Count: 12
• Complexity: 136

Purity/Quality:

≥95% ^*data from raw suppliers

1-Bromo-2-(but-3-enyloxy)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCCOC1=CC=CC=C1Br

Technology Process of 1-Bromo-2-(but-3-enyloxy)benzene

There total 1 articles about 1-Bromo-2-(but-3-enyloxy)benzene 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: 87.0%

1-bromo-4-butene (5162-44-7) + 2-hydroxybromobenzene (95-56-7) → 1‐bromo‐2‐(but-3‐en‐1‐yloxy)benzene (87280-00-0)

Guidance literature:

With potassium carbonate; In acetone; for 12h; Inert atmosphere; Reflux;

DOI:10.3390/molecules25030602

Reference yield: 90.0%

para-iodoanisole (696-62-8) + 1‐bromo‐2‐(but-3‐en‐1‐yloxy)benzene (87280-00-0) → 8-bromo-4-(4-methoxybenzyl)chromane

Guidance literature:

para-iodoanisole; 1‐bromo‐2‐(but-3‐en‐1‐yloxy)benzene; With potassium phosphate; chloro[di(1-adamantyl)-2-dimethylaminophenylphosphine]gold(I); In 1,2-dichloro-ethane; at 20 ℃; for 0.0833333h; Sealed tube; Inert atmosphere;

With silver hexafluoroantimonate; In 1,2-dichloro-ethane; at 70 ℃; chemoselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.202002141

Reference yield: 84.0%

1‐bromo‐2‐(but-3‐en‐1‐yloxy)benzene (87280-00-0) → (2-(but-3-en-1-yloxy)phenyl)boronic acid (1334402-83-3)

Guidance literature:

With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; hexane; toluene; benzene; at -78 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/ol2023505

upstream raw materials:

1-bromo-4-butene

2-hydroxybromobenzene

Downstream raw materials:

diethyl o-(3-butenyloxy)phenylmalonate

2,3,4,5-tetrahydro-benzo[b]oxepine

4-methylchroman

4-phenoxy-1-butene