2-Methylbenzoxazole

Base Information

• Chemical Name: 2-Methylbenzoxazole
• CAS No.: 95-21-6
• Molecular Formula: C8H7NO
• Molecular Weight: 133.15
• Hs Code.: 29349990
• European Community (EC) Number: 202-399-9
• NSC Number: 3824
• UNII: Z0P021V3TI
• DSSTox Substance ID: DTXSID50870432
• Nikkaji Number: J36.854G
• Wikidata: Q27122675
• Metabolomics Workbench ID: 45480
• Mol file: 95-21-6.mol

Synonyms:2-methylbenzoxazole

Chemical Property of 2-Methylbenzoxazole

Chemical Property:

• Appearance/Colour: clear colourless to yellow liquid
• Vapor Pressure: 0.458mmHg at 25°C
• Melting Point: 5-10 °C(lit.)
• Refractive Index: n20/D 1.548(lit.)
• Boiling Point: 200.5 °C at 760 mmHg
• PKA: 1.58±0.10(Predicted)
• Flash Point: 75 °C
• PSA: 26.03000
• Density: 1.149 g/cm³
• LogP: 2.13620
• Storage Temp.: Refrigerator
• Water Solubility.: Not miscible in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 133.052763847
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

98% ^*data from raw suppliers

2-Methylbenzoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi,C
• Hazard Codes: Xn,Xi,C
• Statements: 22-36/37/38-41-37/38-34-20/21/22
• Safety Statements: 26-36/37/39-37/39-45-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CC1=NC2=CC=CC=C2O1
• Uses: 2-Methylbenzoxazole has been used in synthesis of bis-styryl dyes. It is also used in medicine and for the synthesis of other organic compounds.

Technology Process of 2-Methylbenzoxazole

There total 138 articles about 2-Methylbenzoxazole 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: 87.0%

o-hydroxyacetophenone (118-93-4,104809-67-8) → 2-methyl-1,3-benzoxazole (95-21-6) + 2-(acetylamino)phenol (614-80-2)

Guidance literature:

With hydroxylamine hydrochloride; In acetonitrile; at 70 ℃; for 15h;

DOI:10.1016/j.catcom.2014.05.007

Reference yield: 82.0%

2-amino-phenol (95-55-6) + acetylacetone (123-54-6,81235-32-7) → 2-methyl-1,3-benzoxazole (95-21-6) + 2-(acetylamino)phenol (614-80-2)

Guidance literature:

With copper(l) iodide; toluene-4-sulfonic acid; In acetonitrile; at 80 ℃; for 16h; Solvent;

DOI:10.1021/jo500604x

Reference yield: 70.0%

2-amino-phenol (95-55-6) + acetylacetone (123-54-6,81235-32-7) → 2-methyl-1,3-benzoxazole (95-21-6) + (E)-4-((2-hydroxyphenyl)amino)pent-3-en-2-one (1322269-54-4) + 2-(acetylamino)phenol (614-80-2)

Guidance literature:

With copper(l) iodide; toluene-4-sulfonic acid; In acetonitrile; at 80 ℃; for 6h;

DOI:10.1021/jo500604x

upstream raw materials:

2-acetamidophenyl acetate

acetic anhydride

2-amino-phenol

ethyl acetoacetate

Downstream raw materials:

2-(acetylamino)phenol

2-(benzoxazol-2-yl)malondialdehyde

Refernces

• 1、 Beviere, Corinne,Rocher, Richard,Chenault, Jacques. "A case of competitive demethylation by boron tribromide-methyl sulfide complex. A new route to oxazoloquinolines". . p. 945 - 948. Retrieved 1998.
• 2、 Ge, Bailu,Peng, Yanling,Liu, Jing,Wen, Si,Peng, Cheng,Cheng, Guolin. "Acid-promoted cleavage of the C–C double bond of N-(2-Hydroxylphenyl)enaminones for the synthesis of benzoxazoles". . . Retrieved 2019/12/09.