5-Bromo-3-(4-chlorophenyl)isoxazole

Base Information

• Chemical Name: 5-Bromo-3-(4-chlorophenyl)isoxazole
• CAS No.: 51725-92-9
• Molecular Formula: C9H5BrClNO
• Molecular Weight: 258.502
• DSSTox Substance ID: DTXSID70701638
• Nikkaji Number: J3.491.775B
• Wikidata: Q82633386
• Mol file: 51725-92-9.mol

Synonyms:5-BROMO-3-(4-CHLOROPHENYL)ISOXAZOLE;51725-92-9;5-bromo-3-(4-chlorophenyl)-1,2-oxazole;DTXSID70701638

Chemical Property of 5-Bromo-3-(4-chlorophenyl)isoxazole

Chemical Property:

• PSA: 26.03000
• LogP: 3.75750
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 256.92430
• Heavy Atom Count: 13
• Complexity: 173

Purity/Quality:

99% ^*data from raw suppliers

5-BROMO-3-(4-CHLOROPHENYL)ISOXAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NOC(=C2)Br)Cl

Technology Process of 5-Bromo-3-(4-chlorophenyl)isoxazole

There total 3 articles about 5-Bromo-3-(4-chlorophenyl)isoxazole 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: 70.0%

1,1-dibromo-2-(4-chlorophenyl)cyclopropane (38365-51-4) → 5-bromo-3-(4-chlorophenyl)isoxazole (51725-92-9)

Guidance literature:

With nitrosyl chloride sulfur trioxide; In nitromethane; at 25 - 28 ℃; for 0.5h; regioselective reaction;

DOI:10.1016/j.tetlet.2015.10.026

Reference yield: 60.0%

1,1-dibromo-2-(4-chlorophenyl)cyclopropane (38365-51-4) → 4,5-dibromo-3-(4-chlorophenyl)isoxazole + 5-bromo-3-(4-chlorophenyl)isoxazole (51725-92-9)

Guidance literature:

With nitrosyl chloride sulfur trioxide; In nitromethane; at 25 - 28 ℃; for 3h; regioselective reaction;

DOI:10.1016/j.tetlet.2015.10.026

Reference yield:

→ 5-bromo-3-(4-chlorophenyl)isoxazole (51725-92-9)

Guidance literature:

3-(4-chloro-phenyl)-2-isoxazolin-5-one, phosphorus oxybromide, triethylamine;

upstream raw materials:

1,1-dibromo-2-(4-chlorophenyl)cyclopropane

Refernces

• 1、 Bondarenko, Oksana B.,Vinogradov, Aleksandr A.,Danilov, Pavel A.,Nikolaeva, Svetlana N.,Gavrilova, Anna Yu.,Zyk, Nikolai V.. "Nitrosation of 2-aryl-1,1-dibromocyclopropanes: Synthesis of 3-aryl-5-bromoisoxazoles". . p. 6577 - 6579. Retrieved 2015/11/09.