5-Bromo-2-phenyloxazole

Base Information

• Chemical Name: 5-Bromo-2-phenyloxazole
• CAS No.: 92629-11-3
• Molecular Formula: C9H6BrNO
• Molecular Weight: 224.057
• Hs Code.: 2934999090
• European Community (EC) Number: 853-765-5
• DSSTox Substance ID: DTXSID30378325
• Nikkaji Number: J246.507H
• Wikidata: Q72511104
• Mol file: 92629-11-3.mol

Synonyms:5-bromo-2-phenyloxazole;92629-11-3;5-bromo-2-phenyl-1,3-oxazole;Oxazole, 5-bromo-2-phenyl-;MFCD00466256;2-Phenyl-5-bromooxazole;SCHEMBL84546;DTXSID30378325;MSXVETKZQOUBNB-UHFFFAOYSA-N;AMY30884;BCP23313;OXAZOLE,5-BROMO-2-PHENYL-;AKOS015835700;AC-33811;AS-19746;SY104153;FT-0732233;EN300-716104;A847818;Q-103466

Chemical Property of 5-Bromo-2-phenyloxazole

Chemical Property:

• Vapor Pressure: 0.00125mmHg at 25°C
• Refractive Index: 1.58
• Boiling Point: 308.3 °C at 760 mmHg
• PKA: -0.56±0.10(Predicted)
• Flash Point: 140.2 °C
• PSA: 26.03000
• Density: 1.524 g/cm³
• LogP: 3.10410
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 222.96328
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-2-phenyloxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC=C(O2)Br
• Uses: 5-Bromo-2-phenyloxazole is used in preparation of heterocyclic compounds as Δ5-desaturase inhibitors.

Technology Process of 5-Bromo-2-phenyloxazole

There total 7 articles about 5-Bromo-2-phenyloxazole 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%

2-phenyloxazole (20662-88-8) → 5-bromo-2-phenyl-1,3-oxazole (92629-11-3)

Guidance literature:

2-phenyloxazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.666667h;

With 1,2-dibromo-1,1,2,2-tetrafluoroethane; In tetrahydrofuran; hexane; at -78 - 25 ℃; regioselective reaction;

DOI:10.1002/ejoc.201900032

Reference yield: 56.0%

2-phenyl-1,3-oxazoline (7127-19-7) → 5-bromo-2-phenyl-1,3-oxazole (92629-11-3)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 12h; Heating;

DOI:10.1055/s-1989-27419

Reference yield: 54.0%

2-phenyloxazole (20662-88-8) → 5-bromo-2-phenyl-1,3-oxazole (92629-11-3) + 4,5-Dibromo-2-phenyloxazole (92629-12-4)

Guidance literature:

With bromine; triethylamine; In benzene; for 7h; Heating;

DOI:10.1007/BF00506954

upstream raw materials:

2-phenyloxazole

2-phenyl-1,3-oxazoline

benzoyl chloride

N-(2-hydroxyethyl)-benzamide

Downstream raw materials:

2-phenyloxazole

N-formylbenzamide

N-((4-methoxyphenyl)carbamoyl)benzamide

5-deuterio-2-phenyloxazole

Refernces

• 1、 Solomin, Vitalii V.,Radchenko, Dmytro S.,Slobodyanyuk, Evgeniy Y.,Geraschenko, Oleksandr V.,Vashchenko, Bohdan V.,Grygorenko, Oleksandr O.. "Widely Exploited, Yet Unreported: Regiocontrolled Synthesis and the Suzuki–Miyaura Reactions of Bromooxazole Building Blocks". . p. 2884 - 2898. Retrieved 2019/03/07.
• 2、 ?agud, Ivana,?indler-Kulyk, Marija,Vojnovi?-Jandri?, Dragana,Marini?, ?eljko. "Versatile Photochemical Reactivity of Diverse Substituted 2-, 4- and 5-(o-Vinylstyryl)oxazoles". . p. 515 - 524. Retrieved 2018/02/09.