Benzoxazole

Base Information

• Chemical Name: Benzoxazole
• CAS No.: 273-53-0
• Molecular Formula: C7H5NO
• Molecular Weight: 119.123
• Hs Code.: 29349990
• European Community (EC) Number: 205-988-9
• NSC Number: 3982
• UNII: J233Y1I55I
• DSSTox Substance ID: DTXSID8059768
• Nikkaji Number: J55.474J
• Wikipedia: Benzoxazole
• Wikidata: Q761111
• Metabolomics Workbench ID: 56014
• ChEMBL ID: CHEMBL451894
• Mol file: 273-53-0.mol

Synonyms:Benzoxazole;Benzoxazoles

Chemical Property of Benzoxazole

Chemical Property:

• Appearance/Colour: Colorless to yellow cryst. low melting solid
• Vapor Pressure: 1.1mmHg at 25°C
• Melting Point: 27-30 °C(lit.)
• Refractive Index: 1.609
• Boiling Point: 182.5 °C at 760 mmHg
• PKA: 1.17±0.10(Predicted)
• Flash Point: 65.3 °C
• PSA: 26.03000
• Density: 1.196 g/cm³
• LogP: 1.82780
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility.: Insoluble
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 119.037113783
• Heavy Atom Count: 9
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

Benzoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F; Xn; Xi
• Hazard Codes: Xn,F,Xi
• Statements: 22-36/37/38-11
• Safety Statements: 26-36/37/39-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=CC=C2C(=C1)N=CO2

Technology Process of Benzoxazole

There total 81 articles about Benzoxazole 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: 98.0%

orthoformic acid triethyl ester (122-51-0) + 2-amino-phenol (95-55-6) → benzoxazole (273-53-0,29791-96-6)

Guidance literature:

With gallium(III) triflate; at 20 ℃; for 0.133333h;

DOI:10.1002/cjoc.201180310

Reference yield: 93.0%

2-amino-phenol (95-55-6) + trimethyl orthoformate (149-73-5) → benzoxazole (273-53-0,29791-96-6)

Guidance literature:

With Ag(1.5percent) deposited on TiO₂ nanocomposites; In water; at 20 ℃; for 0.0666667h; Green chemistry;

DOI:10.1039/c5ra06618b

Reference yield: 75.0%

2-((piperidin-1-yl-methylene)amino)phenol (1352834-37-7) → 2-(piperidin-1-yl)-1,3-benzoxazole (2851-09-4) + benzoxazole (273-53-0,29791-96-6)

Guidance literature:

With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; acetic acid; In acetonitrile; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/adsc.201100521

upstream raw materials:

1,3,5-Triazine

2-amino-phenol

benzoxazole-2-carboxylic acid

N-(2-hydroxyphenyl)formamide

Downstream raw materials:

2-amino-phenol

2-[α-hydroxy-2'-(ethylthio)benzyl]benzoxazole

2-[α-hydroxy-2',4'-di(phenylthio)benzyl]benzoxazole

α-(2-benzoxazolyl)diphenylmethane

Refernces

• 1、 Leonard,Playtis. "-". . p. 133. Retrieved 1972.
• 2、 Hulla, Martin,Nussbaum, Simon,Bonnin, Alexy R.,Dyson, Paul J.. "The dilemma between acid and base catalysis in the synthesis of benzimidazole from: O -phenylenediamine and carbon dioxide". . p. 13089 - 13092. Retrieved 2019.
• 3、 Ito et al.. "-". . p. C47. Retrieved 1974.
• 4、 Li, Hu,Li, Zhengyi,Wu, Hongguo,Yang, Song,Yu, Zhaozhuo,Zhang, Lilong,Zhu, Kaixun. "A substituent- And temperature-controllable NHC-derived zwitterionic catalyst enables CO2upgrading for high-efficiency construction of formamides and benzimidazoles". supporting information. p. 5759 - 5765. Retrieved 2021/08/23.
• 5、 Ma, Xiaodong,Zhang, Guozhu. "Visible Light-Induced Copper-Catalyzed C—H Arylation of Benzoxazoles?". supporting information. p. 1299 - 1303. Retrieved 2020/08/05.