Isoxazole, 5-(4-bromophenyl)-3-phenyl-

Base Information

• Chemical Name: Isoxazole, 5-(4-bromophenyl)-3-phenyl-
• CAS No.: 53573-22-1
• Molecular Formula: C15H10BrNO
• Molecular Weight: 300.154
• DSSTox Substance ID: DTXSID20356874
• Nikkaji Number: J1.932.380C
• Wikidata: Q82136496
• Mol file: 53573-22-1.mol

Synonyms:5-(4-Bromophenyl)-3-phenylisoxazole;53573-22-1;Isoxazole, 5-(4-bromophenyl)-3-phenyl-;5-(4-bromophenyl)-3-phenyl-1,2-oxazole;DTXSID20356874;HMS1674G08;STL582622;AKOS000560391

Chemical Property of Isoxazole, 5-(4-bromophenyl)-3-phenyl-

Chemical Property:

• PSA: 26.03000
• LogP: 4.77110
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 298.99458
• Heavy Atom Count: 18
• Complexity: 259

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NOC(=C2)C3=CC=C(C=C3)Br

Technology Process of Isoxazole, 5-(4-bromophenyl)-3-phenyl-

There total 29 articles about Isoxazole, 5-(4-bromophenyl)-3-phenyl- 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: 92.0%

(p-Brom-benzyliden)-acetophenon-oxim (21067-50-5) → 5-(p-bromophenyl)-3-phenyl-2-isoxazole (53573-22-1)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In neat (no solvent);

DOI:10.1016/j.cclet.2013.07.022

Reference yield: 89.9%

4-bromo-1-ethynylbenzene (766-96-1) + Benzaldoxime (932-90-1) → 5-(p-bromophenyl)-3-phenyl-2-isoxazole (53573-22-1)

Guidance literature:

Benzaldoxime; With N-chloro-succinimide; TPGS-750-M; In water; at 20 ℃; for 4h;

4-bromo-1-ethynylbenzene; With triethylamine; In water; at 20 ℃; for 8h;

Reference yield: 78.0%

3-(4-bromophenyl)-1-phenylprop-2-en-1-one (1774-66-9) → 5-(p-bromophenyl)-3-phenyl-2-isoxazole (53573-22-1)

Guidance literature:

With trichloroisocyanuric acid; hydroxylamine hydrochloride; In ethanol; at 20 ℃; for 0.666667h;

DOI:10.1080/00397911.2019.1590848

upstream raw materials:

5-(4-bromophenyl)-3-phenyl-4,5-dihydroisoxazole

(4R,5R)-5-(4-Bromo-phenyl)-4-nitro-3-phenyl-4,5-dihydro-isoxazole

trans-3-phenyl-4-nitro-5-(p-bromophenyl)-4,5-dihydro-1,2-oxazole

methanol

Downstream raw materials:

5-(4-Bromo-phenyl)-2-methyl-3-phenyl-isoxazol-2-ium; iodide

5-(4-bromophenyl)-4-iodo-3-phenylisoxazole