5-(4-Methylphenyl)isoxazole-3-carboxaldehyde

Base Information

• Chemical Name: 5-(4-Methylphenyl)isoxazole-3-carboxaldehyde
• CAS No.: 640292-02-0
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.198
• Hs Code.: 2934999090
• European Community (EC) Number: 624-150-7
• DSSTox Substance ID: DTXSID80584575
• Wikidata: Q82476258
• Mol file: 640292-02-0.mol

Synonyms:640292-02-0;5-(4-Methylphenyl)isoxazole-3-carboxaldehyde;5-(p-tolyl)isoxazole-3-carbaldehyde;5-(4-Methylphenyl)-1,2-oxazole-3-carbaldehyde;5-(p-Tolyl)isoxazole-3-carboxaldehyde;5-p-Tolylisoxazole-3-carbaldehyde;SCHEMBL4886228;DTXSID80584575;MYACDOUALUEBHR-UHFFFAOYSA-N;MFCD06199344;AKOS015916524;5-(4-Methylphenyl)isoxazole-3-carboxald;AS-66250;5-(4-methylphenyl)isoxazole-3-carbaldehyde;CS-0313942;T3454;5-(4-methylphenyl)-isoxazole-3-carboxaldehyde;T72760;3-Isoxazolecarboxaldehyde, 5-(4-methylphenyl)-;5-(4-Methylphenyl)isoxazole-3-carboxaldehyde, 97%

Chemical Property of 5-(4-Methylphenyl)isoxazole-3-carboxaldehyde

Chemical Property:

• Vapor Pressure: 1.44E-05mmHg at 25°C
• Melting Point: 69-73 °C(lit.)
• Boiling Point: 366.7°C at 760 mmHg
• Flash Point: 175.6°C
• PSA: 43.10000
• Density: 1.179g/cm³
• LogP: 2.46250
• Solubility.: soluble in Methanol
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 187.063328530
• Heavy Atom Count: 14
• Complexity: 200

Purity/Quality:

97% ^*data from raw suppliers

5-(4-Methylphenyl)isoxazole-3-carboxaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC(=NO2)C=O

Technology Process of 5-(4-Methylphenyl)isoxazole-3-carboxaldehyde

There total 4 articles about 5-(4-Methylphenyl)isoxazole-3-carboxaldehyde 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: 88.0%

3-hydroxyiminomethyl-5-p-tolylisoxazole (1361109-69-4) → 5-(4-methylphenyl)-1,2-oxazole-3-carbaldehyde (640292-02-0)

Guidance literature:

With formaldehyd; sulfuric acid; water; for 6h; Reflux;

DOI:10.1134/S1070428013100205

Reference yield:

[5-(4-methylphenyl)-1,2-oxazol-3-yl]methanol (640291-93-6) → 5-(4-methylphenyl)-1,2-oxazole-3-carbaldehyde (640292-02-0)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1055/s-2003-41072

Reference yield:

ethyl-4-(4-methylphenyl)-2,4-dioxobutyrate (5814-37-9) → 5-(4-methylphenyl)-1,2-oxazole-3-carbaldehyde (640292-02-0)

Guidance literature:

Multi-step reaction with 3 steps

1: NH₂OH*HCl / ethanol / 1 h / Heating

2: LiAlH₄ / diethyl ether / 0.5 h / 40 °C

3: PCC / CH₂Cl₂ / 5 h / 20 °C

With lithium aluminium tetrahydride; hydroxylamine hydrochloride; pyridinium chlorochromate; In diethyl ether; ethanol; dichloromethane;

DOI:10.1055/s-2003-41072

upstream raw materials:

[5-(4-methylphenyl)-1,2-oxazol-3-yl]methanol

ethyl-4-(4-methylphenyl)-2,4-dioxobutyrate

ethyl 5-(4-methylphenyl)isoxazole-3-carboxylate

3-hydroxyiminomethyl-5-p-tolylisoxazole

Downstream raw materials:

[5-(4-methylphenyl)-1,2-oxazol-3-yl]methanol