5-(Bromomethyl)-3-phenylisoxazole

Base Information

• Chemical Name: 5-(Bromomethyl)-3-phenylisoxazole
• CAS No.: 2039-50-1
• Molecular Formula: C10H8BrNO
• Molecular Weight: 238.084
• Hs Code.: 2934999090
• European Community (EC) Number: 692-359-0
• DSSTox Substance ID: DTXSID40372738
• Nikkaji Number: J99.768D
• Wikidata: Q72447649
• Mol file: 2039-50-1.mol

Synonyms:5-(Bromomethyl)-3-phenylisoxazole;2039-50-1;5-(bromomethyl)-3-phenyl-1,2-oxazole;5-Bromomethyl-3-phenyl-isoxazole;Isoxazole, 5-(bromomethyl)-3-phenyl-;5-bromomethyl-3-phenylisoxazole;SCHEMBL4981360;3-phenyl-5-bromomethylisoxazole;DTXSID40372738;ANRMBFFXQKJEIS-UHFFFAOYSA-N;AMY18848;MFCD00159724;AKOS004904297;AS-5920;CS-0085323;FT-0651407;EN300-76253;5-(Bromomethyl)-3-phenylisoxazole, AldrichCPR;A879651;Z1187834656

Chemical Property of 5-(Bromomethyl)-3-phenylisoxazole

Chemical Property:

• Vapor Pressure: 0.000102mmHg at 25°C
• Melting Point: 82.5-85
• Refractive Index: 1.587
• Boiling Point: 348.4°Cat760mmHg
• PKA: -3.18±0.50(Predicted)
• Flash Point: 164.5°C
• PSA: 26.03000
• Density: 1.485g/cm³
• LogP: 3.23650
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 236.97893
• Heavy Atom Count: 13
• Complexity: 159

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-(Bromomethyl)-3-phenylisoxazole 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-(Bromomethyl)-3-phenylisoxazole

There total 17 articles about 5-(Bromomethyl)-3-phenylisoxazole 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: 86.0%

propargyl bromide (106-96-7) + benzohydroximoyl chloride (698-16-8) + Benzaldoxime (932-90-1) → 5-bromomethyl-3-phenyl-isoxazole (2039-50-1)

Guidance literature:

Benzaldoxime; With N-chloro-succinimide; In N,N-dimethyl-formamide; at 65 ℃; for 0.25h;

propargyl bromide; benzohydroximoyl chloride; With potassium hydrogencarbonate; In water; at 20 ℃; for 0.5h; Solvent; Reagent/catalyst; Time;

DOI:10.1007/s11696-021-02009-8

Reference yield: 79.0%

3-bromo-1-phenylbut-3-en-1-one oxime → 5-bromomethyl-3-phenyl-isoxazole (2039-50-1)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In acetonitrile; at 25 ℃; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00967

Reference yield: 73.1%

propargyl bromide (106-96-7) + Benzaldoxime (932-90-1) → 5-bromomethyl-3-phenyl-isoxazole (2039-50-1)

Guidance literature:

With sodium hypochlorite; triethylamine; In dichloromethane; water; at 0 - 20 ℃;

DOI:10.1021/jf902541w

upstream raw materials:

benzonitrile oxide

propargyl bromide

2-bromoallyl bromide

benzaldehyde oxime O-tributylstannyl ether

Downstream raw materials:

3-phenyl-5-p-tolyloxymethyl-isoxazole

5-methylsulfanylmethyl-3-phenyl-isoxazole

N-[4-(3-phenyl-isoxazol-5-ylmethoxy)-phenyl]-acetamide

5-methyl-3-phenylisoxazole

Refernces

• 1、 -. "CBP/CATENIN SIGNALING PATHWAY INHIBITORS AND USES THEREOF". . . Retrieved 2021/09/17.
• 2、 Asha Bhanu,China Raju,Jayavardhana Rao,Narasimha,Kesava Rao. "Facile synthesis and docking studies of 7-hydroxyflavanone isoxazoles and acrylates as potential anti-microbial agents". . p. 217 - 228. Retrieved 2019/11/28.