2-(2-Bromoethoxy)anisole

Base Information

• Chemical Name: 2-(2-Bromoethoxy)anisole
• CAS No.: 4463-59-6
• Molecular Formula: C9H11BrO2
• Molecular Weight: 231.089
• Hs Code.: 2909309090
• European Community (EC) Number: 402-010-4,610-206-8
• DSSTox Substance ID: DTXSID20365183
• Wikidata: Q72455257
• Mol file: 4463-59-6.mol

Synonyms:2-(2-Bromoethoxy)anisole;4463-59-6;1-(2-bromoethoxy)-2-methoxybenzene;2-(2-Bromoethoxy)-1-methoxybenzene;1-(2-Bromo-ethoxy)-2-methoxy-benzene;EC 402-010-4;2-bromoethyl 2-methoxyphenyl ether;2-methoxyphenoxy ethylbromide;SCHEMBL3528579;DTXSID20365183;PBRPKYRJVDJZTF-UHFFFAOYSA-N;2-(2-Methoxyphenoxy)ethyl bromide;1-(2-Bromethoxy)-2-methoxy-benzol;BBL027843;MFCD00017892;STL371977;AKOS000112587;AC-5630;CS-W010367;DS-16586;A7092;BB 0217822;FT-0608431;EN300-49077;Z57842348

Chemical Property of 2-(2-Bromoethoxy)anisole

Chemical Property:

• Vapor Pressure: 0.0115mmHg at 25°C
• Melting Point: 43-45 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.534
• Boiling Point: 270.3 °C at 760 mmHg
• Flash Point: 114 °C
• PSA: 18.46000
• Density: 1.382 g/cm³
• LogP: 2.46890
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 229.99424
• Heavy Atom Count: 12
• Complexity: 119

Purity/Quality:

99% ^*data from raw suppliers

2-(2-Bromoethoxy)anisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-52/53
• Safety Statements: 22-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1OCCBr

Technology Process of 2-(2-Bromoethoxy)anisole

There total 4 articles about 2-(2-Bromoethoxy)anisole 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: 80.6%

2-methoxy-phenol (90-05-1) + ethylene dibromide (106-93-4) → 2-(methoxyphenoxy)ethylbromide (4463-59-6)

Guidance literature:

With sodium hydroxide; In methanol; for 15h; Heating;

Reference yield: 27.0%

→ 2-(methoxyphenoxy)ethylbromide (4463-59-6)

Guidance literature:

With sodium hydroxide; In water; at 130 ℃; for 16h;

Reference yield:

2-methoxy-phenol (90-05-1) + 2-bromoethanol (540-51-2) → 2-(methoxyphenoxy)ethylbromide (4463-59-6)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 20 ℃; for 12h;

DOI:10.1021/jacs.0c05223

upstream raw materials:

2-methoxy-phenol

ethylene dibromide

2-bromoethanol

Downstream raw materials:

1-(2-(2-methoxyphenoxy)ethyl)piperidine

diethyl-[2-(2-methoxy-phenoxy)-ethyl]-amine

bis-(2-hydroxy-ethyl)-[2-(2-methoxy-phenoxy)-ethyl]-amine

2-(2-methoxy-phenoxy)-ethylamine

Refernces

• 1、 Moritz, Amy E.,Free, R. Benjamin,Weiner, Warren S.,Akano, Emmanuel O.,Gandhi, Disha,Abramyan, Ara,Keck, Thomas M.,Ferrer, Marc,Hu, Xin,Southall, Noel,Steiner, Joseph,Aubé, Jeffrey,Shi, Lei,Frankowski, Kevin J.,Sibley, David R.. "Discovery, Optimization, and Characterization of ML417: A Novel and Highly Selective D3 Dopamine Receptor Agonist". . p. 5526 - 5567. Retrieved 2020/06/17.
• 2、 O'Reilly, Molly,Kirkwood, Nerissa K.,Kenyon, Emma J.,Huckvale, Rosemary,Cantillon, Daire M.,Waddell, Simon J.,Ward, Simon E.,Richardson, Guy P.,Kros, Corné J.,Derudas, Marco. "Design, Synthesis, and Biological Evaluation of a New Series of Carvedilol Derivatives That Protect Sensory Hair Cells from Aminoglycoside-Induced Damage by Blocking the Mechanoelectrical Transducer Channel". . p. 5312 - 5329. Retrieved 2019/06/07.