2-Phenylbenzoxazole

Base Information

• Chemical Name: 2-Phenylbenzoxazole
• CAS No.: 833-50-1
• Deprecated CAS: 69932-15-6
• Molecular Formula: C13H9NO
• Molecular Weight: 195.221
• Hs Code.: 29349990
• European Community (EC) Number: 623-301-4
• NSC Number: 406946,29105
• UNII: FRB2398AFS
• DSSTox Substance ID: DTXSID2061199
• Nikkaji Number: J104.538E
• Wikidata: Q72501351
• ChEMBL ID: CHEMBL393435
• Mol file: 833-50-1.mol

Synonyms:2-Phenylbenzoxazole;2-phenylbenzo[d]oxazole;833-50-1;Benzoxazole, 2-phenyl-;2-Phenyl-1,3-benzoxazole;2-PHENYL-BENZOXAZOLE;NSC 29105;CCRIS 7874;Phenyl-2 benzoxazole;Phenyl-2 benzoxazole [French];2-phenyl-benzooxazole;NSC 406946;AI3-15936;NSC-29105;NSC-406946;2-phenyl benzoxazole;2-Phenylbenzoxazole, 99%;TimTec1_002009;FRB2398AFS;SCHEMBL127448;2-Phenyl-1,3-benzoxazole #;CHEMBL393435;DTXSID2061199;HMS1539L07;NSC29105;MFCD00012183;NSC406946;STL195389;AKOS002263837;AC-16098;AS-38240;LS-42213;AB00540801;CS-0182175;FT-0613326;P2264;A840564;AE-641/00633003;BRD-K47492555-001-01-6

Chemical Property of 2-Phenylbenzoxazole

Chemical Property:

• Appearance/Colour: white solid, powder or crystals
• Vapor Pressure: 0.00274mmHg at 25°C
• Melting Point: 100-103 °C
• Refractive Index: 1.635
• Boiling Point: 295.1 °C at 760 mmHg
• PKA: 1.15±0.10(Predicted)
• Flash Point: 118.7 °C
• PSA: 26.03000
• Density: 1.184 g/cm³
• LogP: 3.49480
• Water Solubility.: Insoluble in water
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 195.068413911
• Heavy Atom Count: 15
• Complexity: 213

Purity/Quality:

98% ^*data from raw suppliers

2-Phenylbenzoxazole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=CC=CC=C3O2

Technology Process of 2-Phenylbenzoxazole

There total 495 articles about 2-Phenylbenzoxazole 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: 100.0%

benzaldehyde (100-52-7) + 2-amino-phenol (95-55-6) → 2-phenylbenzo[d]oxazole (833-50-1)

Guidance literature:

With Au NCs/TiO₂; In toluene; at 130 ℃; Inert atmosphere;

DOI:10.1039/c4cc01822b

Reference yield: 99.0%

benzoyl chloride (98-88-4) + 2-bromoaniline (615-36-1) → 2-phenylbenzo[d]oxazole (833-50-1)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate; In 1,2-dimethoxyethane; for 24h; Heating;

DOI:10.1021/jo702145d

Reference yield: 99.0%

benzoxazole (273-53-0,29791-96-6) + iodobenzene (591-50-4) → 2-phenylbenzo[d]oxazole (833-50-1)

Guidance literature:

With [Pd(1,10-phenanthroline)₂](PF₆)₂; caesium carbonate; In dimethyl amine; at 150 ℃; for 20h; Inert atmosphere;

DOI:10.1039/b920794e

upstream raw materials:

phthalic anhydride

2-amino-phenol

benzo[d]oxazole-2-(3H)-thione

benzoyl chloride

Downstream raw materials:

N-methyl-2-phenyl-benzoxazolium iodide

6-nitro-2-phenylbenzo[d]oxazole

N-(2-hydroxyphenyl)benzamide

5,6-dinitro-2-phenyl-benzooxazole

Refernces

• 1、 Lu, Qianqian,Yu, Haizhu,Fu, Yao. "Mechanistic study of chemoselectivity in ni-catalyzed coupling reactions between azoles and aryl carboxylates". . p. 8252 - 8260. Retrieved 2014.
• 2、 Panda, Niranjan,Sahoo, Kanchanbala. "Synthesis of 4-Alkenyl Benzoxazoles via Pd-catalyzed ortho C?H Functionalization of 2-Amidophenols". . p. 617 - 627. Retrieved 2019.
• 3、 Saunders. "-". . p. 680. Retrieved 1969.
• 4、 Williams, Thomas J.,Fairlamb, Ian J.S.. "A key role for iodobenzene in the direct C-H bond functionalisation of benzoxazoles using PhI(OAc)2 mediated by a Pd(OAc) 2/1,10-phenanthroline catalyst system: In situ formation of well-defined Pd nanoparticles". . p. 2906 - 2908. Retrieved 2013.
• 5、 Cai, Jingyu,Ding, Qiuping,Peng, Yiyuan,Song, Zhibin,Tan, Yuxing,Ye, Xiaoling,Yuan, Sitian. "DMF-Assisted Radical Cyclization of o-Isocyanodiaryl Ethers via 1,5-Aryl Migration: Construction of 2-Arylbenzoxazoles". . p. 1485 - 1492. Retrieved 2022/01/20.
• 6、 Kargar, Hadi,Kargar, Khadijeh,Fallah-Mehrjardi, Mehdi,Munawar, Khurram Shahzad. "Syntheses, characterization, and catalytic potential of novel vanadium and molybdenum Schiff base complexes for the preparation of benzimidazoles, benzoxazoles, and benzothiazoles under thermal and ultrasonic conditions". . p. 593 - 605. Retrieved 2021/06/21.