5-(3-Bromophenyl)isoxazole

Base Information

• Chemical Name: 5-(3-Bromophenyl)isoxazole
• CAS No.: 7064-33-7
• Molecular Formula: C9H6BrNO
• Molecular Weight: 224.057
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70370828
• Wikidata: Q82157982
• Mol file: 7064-33-7.mol

Synonyms:5-(3-Bromophenyl)isoxazole;7064-33-7;5-(3-bromophenyl)-1,2-oxazole;Isoxazole,5-(3-bromophenyl)-;SCHEMBL2278361;DTXSID70370828;MFCD02183531;AKOS009159202;5-(3-Bromophenyl)isoxazole, AldrichCPR;BS-24526;CS-0187809;FT-0703773;D95993;A866581;J-516158

Chemical Property of 5-(3-Bromophenyl)isoxazole

Chemical Property:

• Vapor Pressure: 1.9E-14mmHg at 25°C
• Melting Point: 66 °C
• Refractive Index: 1.643
• Boiling Point: 320.7 °C at 760 mmHg
• PKA: -3.12±0.10(Predicted)
• Flash Point: 147.7 °C
• PSA: 26.03000
• Density: 1.524g/cm³
• LogP: 3.10410
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 222.96328
• Heavy Atom Count: 12
• Complexity: 154

Purity/Quality:

99% ^*data from raw suppliers

5-(3-Bromophenyl)isoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-(3-Bromophenyl)isoxazole

There total 4 articles about 5-(3-Bromophenyl)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: 97.0%

1-(3-bromophenyl)-3-dimethylamino-2-propen-1-one → 5-(3-bromophenyl)isoxazole (7064-33-7)

Guidance literature:

With hydroxylamine hydrochloride; In methanol; at 50 ℃; Inert atmosphere;

DOI:10.1002/anie.201602666

Reference yield: 85.0%

N-(3-(3-bromophenyl)prop-2-yn-1-yl)-N-methylaniline → 5-(3-bromophenyl)isoxazole (7064-33-7)

Guidance literature:

With N-hydroxyphthalimide; [bis(acetoxy)iodo]benzene; In ethyl acetate; at 20 ℃; for 12h;

DOI:10.1016/j.tetlet.2018.04.062

Reference yield:

1-(3-Bromophenyl)ethanone (2142-63-4) → 5-(3-bromophenyl)isoxazole (7064-33-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 h / 120 °C

2: hydroxylamine hydrochloride / methanol / 50 °C / Inert atmosphere

With hydroxylamine hydrochloride; In methanol;

DOI:10.1002/anie.201602666

upstream raw materials:

1-(3-Bromophenyl)ethanone

Refernces

• 1、 Zhang, Yicheng,Chen, Wei,Jia, Xueshun. "A novel synthesis of 5-substituted isoxazoles from propargylic amines and N-hydroxyphthalimide". supporting information. p. 2181 - 2183. Retrieved 2018/05/08.