4-(Bromomethyl)-5-methyl-3-phenylisoxazole

Base Information

• Chemical Name: 4-(Bromomethyl)-5-methyl-3-phenylisoxazole
• CAS No.: 180597-83-5
• Molecular Formula: C₁₁H₁₀BrNO
• Molecular Weight: 252.11
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40379843
• Wikidata: Q82169853
• Mol file: 180597-83-5.mol

Synonyms:4-(Bromomethyl)-5-methyl-3-phenylisoxazole;180597-83-5;4-(bromomethyl)-5-methyl-3-phenyl-1,2-oxazole;Isoxazole, 4-(bromomethyl)-5-methyl-3-phenyl-;SCHEMBL935024;DTXSID40379843;UICMWXWMCOJBIQ-UHFFFAOYSA-N;MFCD02677680;AKOS015912332;MS-22130;4-(bromomethyl)-5-methyl-3-phenylisoxazol;FT-0616708;W-206284;4-(Bromomethyl)-5-methyl-3-phenylisoxazole, AldrichCPR

Chemical Property of 4-(Bromomethyl)-5-methyl-3-phenylisoxazole

Chemical Property:

• Vapor Pressure: 2.46E-05mmHg at 25°C
• Melting Point: 61 °C
• Boiling Point: 369.8°C at 760 mmHg
• Flash Point: 177.5°C
• PSA: 26.03000
• Density: 1.428g/cm³
• LogP: 3.54490
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 250.99458
• Heavy Atom Count: 14
• Complexity: 182

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): R34:
• Hazard Codes: R34:
• Statements: 34-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NO1)C2=CC=CC=C2)CBr

Technology Process of 4-(Bromomethyl)-5-methyl-3-phenylisoxazole

There total 5 articles about 4-(Bromomethyl)-5-methyl-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:

5-methyl-3-phenyl-4-isoxazolylmethanol (18718-79-1) → 4-(bromomethyl)-5-methyl-3-phenylisoxazole (180597-83-5)

Guidance literature:

With phosphorus tribromide; In diethyl ether; at 0 - 20 ℃; for 4h;

DOI:10.1002/cmdc.201500136

Reference yield:

methyl 5-methyl-3-phenylisoxazole-4-carboxylate (2065-28-3) → 4-(bromomethyl)-5-methyl-3-phenylisoxazole (180597-83-5)

Guidance literature:

Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 10 h / 0 - 20 °C / Inert atmosphere

2: phosphorus tribromide / diethyl ether / 4 h / 0 - 20 °C

With phosphorus tribromide; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; toluene;

DOI:10.1002/cmdc.201500136

Reference yield:

benzohydroximoyl chloride (698-16-8) → 4-(bromomethyl)-5-methyl-3-phenylisoxazole (180597-83-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium methylate / tetrahydrofuran; methanol / 16 h / 20 °C

2: diisobutylaluminium hydride / tetrahydrofuran; toluene / 10 h / 0 - 20 °C / Inert atmosphere

3: phosphorus tribromide / diethyl ether / 4 h / 0 - 20 °C

With sodium methylate; phosphorus tribromide; diisobutylaluminium hydride; In tetrahydrofuran; methanol; diethyl ether; toluene;

DOI:10.1002/cmdc.201500136

upstream raw materials:

5-methyl-3-phenyl-4-isoxazolylmethanol

methyl 5-methyl-3-phenylisoxazole-4-carboxylate

benzohydroximoyl chloride

Benzaldoxime

Downstream raw materials:

N-(4-fluorophenyl)-6-((5-methyl-3-phenylisoxazol-4-yl)methylthio)nicotinamide

Refernces