4-Iodo-5-methyl-3-phenylisoxazole

Base Information

• Chemical Name: 4-Iodo-5-methyl-3-phenylisoxazole
• CAS No.: 31295-66-6
• Molecular Formula: C10H8INO
• Molecular Weight: 285.084
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60379845
• Nikkaji Number: J2.249.781B
• Wikidata: Q82169855
• Mol file: 31295-66-6.mol

Synonyms:4-Iodo-5-methyl-3-phenylisoxazole;31295-66-6;4-iodo-5-methyl-3-phenyl-1,2-oxazole;5-methyl-4-iodo-3-phenylisoxazole;SCHEMBL3952331;DTXSID60379845;DDVPBKUHWSZYIP-UHFFFAOYSA-N;3-Phenyl-4-iodo-5-methylisoxazole;MFCD02681888;AKOS026675572;PS-7192;CS-0314123;FT-0618773;4-iodo-5-methyl-3-phenylisoxazole, AldrichCPR;J-515565

Chemical Property of 4-Iodo-5-methyl-3-phenylisoxazole

Chemical Property:

• Vapor Pressure: 7.09E-05mmHg at 25°C
• Melting Point: 104-105°C
• Refractive Index: 1.614
• Boiling Point: 353.9 °C at 760 mmHg
• Flash Point: 167.8 °C
• PSA: 26.03000
• Density: 1.686 g/cm³
• LogP: 3.25460
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 284.96506
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

98%Min ^*data from raw suppliers

4-Iodo-5-methyl-3-phenylisoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Iodo-5-methyl-3-phenylisoxazole

There total 3 articles about 4-Iodo-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: 99.0%

(Z)-1-phenylbut-2-yn-1-one O-methyl oxime → 5-methyl-4-iodo-3-phenylisoxazole (31295-66-6)

Guidance literature:

With Iodine monochloride; In dichloromethane; at 20 ℃; for 0.75h;

DOI:10.1021/ol052027z DOI:10.1021/jo701942e

Reference yield: 85.0%

C11H11NO → 5-methyl-4-iodo-3-phenylisoxazole (31295-66-6)

Guidance literature:

With Iodine monochloride; In dichloromethane; at 20 ℃; for 6h;

Reference yield:

1-phenyl-2-butyn-1-one (6710-62-9) → 5-methyl-4-iodo-3-phenylisoxazole (31295-66-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / Na₂SO₄; pyridine / methanol / 20 °C

2: 99 percent / ICl / CH₂Cl₂ / 0.75 h / 20 °C

With pyridine; Iodine monochloride; sodium sulfate; In methanol; dichloromethane;

DOI:10.1021/ol052027z

upstream raw materials:

1-phenyl-2-butyn-1-one

Downstream raw materials:

5-methyl-3,4-diphenyl isoxazole

C₁₇H₁₆F₄N₂O₂

C₁₉H₁₃F₅N₂O₃

valdecoxib

Refernces

• 1、 Waldo, Jesse P.,Larock, Richard C.. "The synthesis of highly substituted isoxazoles by electrophilic cyclization: An efficient synthesis of valdecoxib". . p. 9643 - 9647. Retrieved 2008/03/17.