3-Bromo-5-(chloromethyl)isoxazole

Base Information

• Chemical Name: 3-Bromo-5-(chloromethyl)isoxazole
• CAS No.: 124498-15-3
• Molecular Formula: C₄H₃BrClNO
• Molecular Weight: 196.431
• Hs Code.: 2934999090
• European Community (EC) Number: 640-193-4
• DSSTox Substance ID: DTXSID50376808
• Wikidata: Q82165725
• Mol file: 124498-15-3.mol

Synonyms:3-Bromo-5-(chloromethyl)isoxazole;124498-15-3;3-bromo-5-(chloromethyl)-1,2-oxazole;3-Bromo-5-chloromethyl-isoxazole;C4H3BrClNO;Isoxazole,3-bromo-5-(chloromethyl)-;SCHEMBL740193;DTXSID50376808;GQKKVODIBXQDQL-UHFFFAOYSA-N;ZEA49815;MFCD06660137;AKOS006343960;AB26702;AS-39032;CS-0085279;FT-0601830;EN300-157003;W-205194

Chemical Property of 3-Bromo-5-(chloromethyl)isoxazole

Chemical Property:

• Vapor Pressure: 0.00772mmHg at 25°C
• Refractive Index: 1.536
• Boiling Point: 277.2 °C at 760 mmHg
• Flash Point: 121.5 °C
• PSA: 26.03000
• Density: 1.796 g/cm³
• LogP: 2.17590
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 194.90865
• Heavy Atom Count: 8
• Complexity: 82.4

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(ON=C1Br)CCl

Technology Process of 3-Bromo-5-(chloromethyl)isoxazole

There total 3 articles about 3-Bromo-5-(chloromethyl)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: 95.0%

N-dibromomethylidenehydroxylamine (74213-24-4) + 2-propynyl chloride (624-65-7) → 5-Chloromethyl-3-bromoisoxazole (124498-15-3)

Guidance literature:

With sodium hydrogencarbonate; In ethyl acetate; Ambient temperature;

DOI:10.1016/0223-5234(89)90111-6

Reference yield: 80.0%

2,3-Dichloroprop-1-ene (78-88-6) + N-dibromomethylidenehydroxylamine (74213-24-4) → 5-Chloromethyl-3-bromoisoxazole (124498-15-3)

Guidance literature:

With potassium hydrogencarbonate; In ethyl acetate;

DOI:10.1039/a903328i

Reference yield:

→ 5-Chloromethyl-3-bromoisoxazole (124498-15-3)

Guidance literature:

upstream raw materials:

2,3-Dichloroprop-1-ene

N-dibromomethylidenehydroxylamine

2-propynyl chloride

Downstream raw materials:

5-Aminomethyl-3-bromoisoxazole

Refernces

• 1、 Moloney, Gerard P.,Martin, Graeme R.,Mathews, Neil,Hobbs, Heather,Dodsworth, Susan,Sang, Pang Yih,Knight, Cameron,Maxwell, Miles,Glen, Robert C.. "Synthesis and pharmacological profile of a series of 2,5-substituted-N,N-dimethyltryptamine derivatives as novel antagonists for the vascular 5-HT1B-like receptor". . p. 2713 - 2723. Retrieved 1999.
• 2、 -. "PHARMACOLOGICALLY ACTIVE GUANIDINE COMPOUNDS". . . Retrieved 2008/06/13.