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

Base Information

• Chemical Name: Isoxazole, 5-(3-bromophenyl)-3-(4-bromophenyl)-
• CAS No.: 651021-66-8
• Molecular Formula: C₁₅H₉Br₂NO
• Molecular Weight: 379.051
• DSSTox Substance ID: DTXSID00456402
• Mol file: 651021-66-8.mol

Synonyms:651021-66-8;5-(3-Bromophenyl)-3-(4-bromophenyl)isoxazole;Isoxazole, 5-(3-bromophenyl)-3-(4-bromophenyl)-;DTXSID00456402

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

Chemical Property:

• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 378.90304
• Heavy Atom Count: 19
• Complexity: 294

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)C2=CC(=NO2)C3=CC=C(C=C3)Br

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

There total 4 articles about Isoxazole, 5-(3-bromophenyl)-3-(4-bromophenyl)- 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:

(E)-3-(3-bromophenyl)-1-(4-bromophenyl)prop-2-en-1-one (919121-16-7) → 3-(4-bromo-phenyl)-5-(3-bromo-phenyl)-isoxazole (651021-66-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / Br₂ / CHCl₃ / 20 °C

2: hydroxylamine hydrochloride / ethanol / Heating

With hydroxylamine hydrochloride; bromine; In ethanol; chloroform;

DOI:10.1021/jm0612867

Reference yield:

m-bromobenzoic aldehyde (3132-99-8) → 3-(4-bromo-phenyl)-5-(3-bromo-phenyl)-isoxazole (651021-66-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / aq. NaOH / ethanol / 25 °C

2: 98 percent / Br₂ / CHCl₃ / 20 °C

3: hydroxylamine hydrochloride / ethanol / Heating

With sodium hydroxide; hydroxylamine hydrochloride; bromine; In ethanol; chloroform; 1: Claisen-Schmidt condensation;

DOI:10.1021/jm0612867

Reference yield:

para-bromoacetophenone (99-90-1) → 3-(4-bromo-phenyl)-5-(3-bromo-phenyl)-isoxazole (651021-66-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / aq. NaOH / ethanol / 25 °C

2: 98 percent / Br₂ / CHCl₃ / 20 °C

3: hydroxylamine hydrochloride / ethanol / Heating

With sodium hydroxide; hydroxylamine hydrochloride; bromine; In ethanol; chloroform; 1: Claisen-Schmidt condensation;

DOI:10.1021/jm0612867

upstream raw materials:

3-(3-bromophenyl)-1-(4-bromophenyl)prop-2-en-1-one

(E)-3-(3-bromophenyl)-1-(4-bromophenyl)prop-2-en-1-one

m-bromobenzoic aldehyde

para-bromoacetophenone

Downstream raw materials:

3-(4-cyanophenyl)-5-(3-cyanophenyl)isoxazole

Refernces

• 1、 Popat,Nimavat,Kachhadia,Joshi. "Synthesis and biological activity of 3-aryl-5-(3′ -bromo/chlorophenyl)isoxazoles". . p. 707 - 708. Retrieved 2007/10/03.