1-(4-(4-Bromophenoxy)phenyl)ethanone

Base Information

• Chemical Name: 1-(4-(4-Bromophenoxy)phenyl)ethanone
• CAS No.: 54916-27-7
• Molecular Formula: C14H11BrO2
• Molecular Weight: 291.144
• Hs Code.: 2914700090
• European Community (EC) Number: 658-330-1
• DSSTox Substance ID: DTXSID60445175
• Wikidata: Q82263525
• Mol file: 54916-27-7.mol

Synonyms:1-(4-(4-Bromophenoxy)phenyl)ethanone;54916-27-7;1-[4-(4-bromophenoxy)phenyl]ethanone;Ethanone, 1-[4-(4-bromophenoxy)phenyl]-;1-[4-(4-bromophenoxy)phenyl]ethan-1-one;1-[4-(4-Bromophenoxy)phenyl]-ethanone;4'-(4-Bromophenoxy)acetophenone;SCHEMBL2186784;DTXSID60445175;YLBRBIMNUGZGTD-UHFFFAOYSA-N;MFCD07776889;AKOS000219473;AS-9894;AC-18580;CS-0186245;FT-0602696;EN300-73021;A50610;A830405;Z332381826

Chemical Property of 1-(4-(4-Bromophenoxy)phenyl)ethanone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.593
• Boiling Point: 377.977 °C at 760 mmHg
• Flash Point: 182.394 °C
• PSA: 26.30000
• Density: 1.401 g/cm³
• LogP: 4.44400
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 289.99424
• Heavy Atom Count: 17
• Complexity: 251

Purity/Quality:

99% ^*data from raw suppliers

1-(4-(4-BROMOPHENOXY)PHENYL)ETHANONE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)OC2=CC=C(C=C2)Br

Technology Process of 1-(4-(4-Bromophenoxy)phenyl)ethanone

There total 7 articles about 1-(4-(4-Bromophenoxy)phenyl)ethanone 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: 100.0%

4-bromo-phenol (106-41-2) + 1-(4-fluorophenyl)ethanone (403-42-9) → 1-(4-(4-bromophenoxy)phenyl)ethan-1-one (54916-27-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl acetamide; for 2h; Heating / reflux;

Reference yield: 88.0%

4-bromo-phenol (106-41-2) + 4-acetylphenylboronic acid (149104-90-5) → 1-(4-(4-bromophenoxy)phenyl)ethan-1-one (54916-27-7)

Guidance literature:

With copper diacetate; triethylamine; In dichloromethane; at 0 - 5 ℃; for 4h; Sonication; Green chemistry;

DOI:10.3987/COM-14-S(K)18

Reference yield: 72.0%

4-bromo-phenol (106-41-2) + 1-(4-Fluorophenyl)ethanol (403-41-8) → 1-(4-(4-bromophenoxy)phenyl)ethan-1-one (54916-27-7)

Guidance literature:

With carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II); potassium carbonate; 1,2-bis-(diphenylphosphino)ethane; In dimethyl sulfoxide; acetone; at 130 ℃; for 24h; Microwave irradiation; Sealed tube;

DOI:10.1021/acs.orglett.7b03441

upstream raw materials:

4-phenoxyacetophenone

4-bromo-phenol

1-(4-fluorophenyl)ethanone

4-Bromophenylboronic acid

Downstream raw materials:

4-bromo-phenol

4-Hydroxyacetophenone

2-[4-(4-bromophenoxy)phenyl]propan-2-ol

(E)-3-[4-(4-Bromo-phenoxy)-phenyl]-but-2-enoic acid

Refernces

• 1、 Musolino, Bryan J.,Kabalka, George W.. "Copper mediated formation of carbon-heteroatom bonds using organoboron reagents and ultrasound". . p. 271 - 297. Retrieved 2015/03/04.
• 2、 Zheng, Xingwang,Ding, Jinchang,Chen, Jiuxi,Gao, Wenxiao,Liu, Miaochang,Wu, Huayue. "The coupling of arylboronic acids with nitroarenes catalyzed by rhodium". supporting information; experimental part. p. 1726 - 1729. Retrieved 2011/05/06.