2-[(4-Bromophenoxy)methyl]oxirane

Base Information

• Chemical Name: 2-[(4-Bromophenoxy)methyl]oxirane
• CAS No.: 2212-06-8
• Molecular Formula: C9H9 Br O2
• Molecular Weight: 229.073
• Hs Code.: 2910900090
• European Community (EC) Number: 218-656-3
• DSSTox Substance ID: DTXSID90944762
• Nikkaji Number: J64.261D
• Mol file: 2212-06-8.mol

Synonyms:2-[(4-bromophenoxy)methyl]oxirane;2212-06-8;2-((4-bromophenoxy)methyl)oxirane;4-Bromophenyl glycidyl ether;Bromophenyl glycidyl ether;2-(4-bromo-phenoxymethyl)-oxirane;Oxirane, [(4-bromophenoxy)methyl]-;p-Bromophenyl glycidyl ether;((p-Bromophenoxy)methyl)oxirane;((4-Bromophenoxy)methyl)oxirane;EINECS 218-656-3;Oxirane, ((4-bromophenoxy)methyl)-;1-(p-Bromophenoxy)-2,3-epoxypropane;BRN 0383686;Propane, 1-(p-bromophenoxy)-2,3-epoxy-;MFCD08752559;4-Bromophenylglycidyl ether;(p-Bromophenoxy)methyl)oxirane;SCHEMBL1513424;DTXSID90944762;2-((4-bromophenoxy)methyl) oxirane;2-[(4-Bromophenoxy)methyl]-oxirane;4-Bromophenyl 2,3-epoxypropyl ether;MFCD00022341;AKOS000200304;AKOS016051272;AB01313;AS-9940;SY263296;LS-119652;4-BROMOPHENYL-2,3-EPOXYPROPYL ETHER;CS-0449672;EN300-09932;4-17-00-00992 (Beilstein Handbook Reference);A928550;Z104492436

Chemical Property of 2-[(4-Bromophenoxy)methyl]oxirane

Chemical Property:

• Vapor Pressure: 0.00259mmHg at 25°C
• Melting Point: 51-52 °C
• Boiling Point: 296°Cat760mmHg
• Flash Point: 138.1°C
• PSA: 21.76000
• Density: 1.527g/cm³
• LogP: 2.22670
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

2-[(4-Bromophenoxy)methyl]oxirane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)COC2=CC=C(C=C2)Br

Technology Process of 2-[(4-Bromophenoxy)methyl]oxirane

There total 10 articles about 2-[(4-Bromophenoxy)methyl]oxirane 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: 95.0%

4-bromo-phenol (106-41-2) + 1,2-Epoxy-3-bromopropane (3132-64-7,82584-73-4) → 2-((4-bromophenoxy)methyl)oxirane (2212-06-8)

Guidance literature:

With caesium carbonate; In tetrahydrofuran; at 50 ℃; for 25h; Heating / reflux;

Reference yield: 94.0%

4-bromo-phenol (106-41-2) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 2-((4-bromophenoxy)methyl)oxirane (2212-06-8)

Guidance literature:

With potassium carbonate; at 120 ℃; for 4.5h;

DOI:10.1007/s00044-004-0107-6

Reference yield: 85.0%

4-(allyloxy)bromobenzene (25244-30-8) → 2-((4-bromophenoxy)methyl)oxirane (2212-06-8)

Guidance literature:

With dihydrogen peroxide; In methanol; water; acetonitrile; at 40 ℃; for 67h; chemoselective reaction;

DOI:10.1002/ejoc.202000249

upstream raw materials:

4-bromo-phenol

1,3-Dichloro-2-propanol

Phenyl glycidyl ether

epichlorohydrin

Downstream raw materials:

4-bromo-phenol

1-methoxy-3-phenoxy-propan-2-ol

Phenyl glycidyl ether

1-(4-bromophenoxy)-3-methoxypropan-2-ol

Refernces

• 1、 Ashikari, Yosuke,Tamaki, Takashi,Kawaguchi, Tomoko,Furusawa, Mai,Yonekura, Yuya,Ishikawa, Susumu,Takahashi, Yusuke,Aizawa, Yoko,Nagaki, Aiichiro. "Switchable Chemoselectivity of Reactive Intermediates Formation and Their Direct Use in A Flow Microreactor". supporting information. p. 16107 - 16111. Retrieved 2021/10/12.
• 2、 Nishii, Yuji,Ikeda, Mitsuhiro,Hayashi, Yoshihiro,Kawauchi, Susumu,Miura, Masahiro. "Triptycenyl Sulfide: A Practical and Active Catalyst for Electrophilic Aromatic Halogenation Using N-Halosuccinimides". supporting information. p. 1621 - 1629. Retrieved 2020/02/04.