2-(4-Chlorophenyl)-1,3-benzoxazole

Base Information

• Chemical Name: 2-(4-Chlorophenyl)-1,3-benzoxazole
• CAS No.: 1141-35-1
• Molecular Formula: C13H8ClNO
• Molecular Weight: 229.666
• Hs Code.: 2934999090
• UNII: CWX8HK6VVA
• DSSTox Substance ID: DTXSID80150653
• Nikkaji Number: J36.094E
• Mol file: 1141-35-1.mol

Synonyms:1141-35-1;2-(4-chlorophenyl)-1,3-benzoxazole;2-(4-chlorophenyl)benzo[d]oxazole;2-(4-Chloro-phenyl)-benzooxazole;2-(4-Chlorophenyl)benzoxazole;2-(p-Chlorophenyl)benzoxazole;CCRIS 7881;BENZOXAZOLE, 2-(p-CHLOROPHENYL)-;Benzoxazole, 2-(4-chlorophenyl)-;CWX8HK6VVA;UNII-CWX8HK6VVA;2-(p-chloro-phenyl)benzoxazole;SCHEMBL9112520;2-(4-chlorophenyl)-benzooxazole;DTXSID80150653;BAA14135;MFCD00453917;STK156354;AKOS000649531;NCGC00338707-01;AC-20985;AS-60996;LS-42171;CS-0060597;FT-0777952;W18769;AB01330865-02;A929280;5128-54-1

Chemical Property of 2-(4-Chlorophenyl)-1,3-benzoxazole

Chemical Property:

• Vapor Pressure: 0.000525mmHg at 25°C
• Melting Point: 150 °C
• Refractive Index: 1.643
• Boiling Point: 322.5 °C at 760mmHg
• PKA: 0.88±0.10(Predicted)
• Flash Point: 148.8 °C
• PSA: 26.03000
• Density: 1.298 g/cm³
• LogP: 4.14820
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 229.0294416
• Heavy Atom Count: 16
• Complexity: 240

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(4-Chlorophenyl)benzo[d]oxazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(O2)C3=CC=C(C=C3)Cl

Technology Process of 2-(4-Chlorophenyl)-1,3-benzoxazole

There total 112 articles about 2-(4-Chlorophenyl)-1,3-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: 100.0%

N-4-chlorobenzylidene-2-hydroxyaniline (117909-29-2,5348-11-8) → 2-(4-chlorophenyl)benzoxazole (1141-35-1)

Guidance literature:

With 4-methoxy-2,2,6,6-tetramethylpiperidin-1-oxyl radical; In dichloromethane; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.1002/anie.200803381

Reference yield: 99.0%

2-amino-phenol (95-55-6) + para-Chlorobenzyl alcohol (873-76-7) → 2-(4-chlorophenyl)benzoxazole (1141-35-1)

Guidance literature:

With [RuCl(CO)(PPh₃)(PNS-Me)]; potassium hydroxide; In toluene; at 100 ℃; for 24h;

DOI:10.1039/c4dt00006d

Reference yield: 99.0%

4-chlorobenzaldehyde (104-88-1) + 2-amino-phenol (95-55-6) → 2-(4-chlorophenyl)benzoxazole (1141-35-1)

Guidance literature:

With ISO-PECH polyamine catalyst; In methanol; at 20 ℃; for 0.0333333h; Green chemistry;

DOI:10.1002/jhet.4046

upstream raw materials:

N-4-chlorobenzylidene-2-hydroxyaniline

4-chlorobenzaldehyde

2-amino-phenol

lead(IV) tetraacetate

Downstream raw materials:

1,4-diazabicyclo<2.2.2>octane radical cation

n-butylmethylamine radical cation

cation radical of triethylamine

2-phenylbenzo[d]oxazole

Refernces

• 1、 Chen, Yi,Zeng, De X.. "Study on photochromic diarylethene with phenolic schiff base: Preparation and photochromism of diarylethene with benzoxazole". . p. 5037 - 5040. Retrieved 2004.
• 2、 Phan, Nam T. S.,Nguyen, Chung K.,Nguyen, Tung T.,Truong, Thanh. "Towards applications of metal-organic frameworks in catalysis: C-H direct activation of benzoxazole with aryl boronic acids using Ni2(BDC) 2(DABCO) as an efficient heterogeneous catalyst". . p. 369 - 377. Retrieved 2014.
• 3、 Blacker, A. John,Farah, Mohamed M.,Marsden, Stephen P.,Saidi, Ourida,Williams, Jonathan M.J.. "Oxidative conversion of amines into benzoxazoles using hydrogen transfer catalysis". . p. 6106 - 6109. Retrieved 2009.
• 4、 Mirjalili,Bamoniri,Bagheri. "KMnO4/HOAc system promoted one-pot synthesis of benzoxazoles from o-aminophenols or oxidative cyclization of o-hydroxyarylidene anilines at room temperature". . p. 809 - 814. Retrieved 2016.
• 5、 Heravi, Majid M.,Sadjadi, Samaheh,Oskooie, Hossein A.,Shoar, Rahim Hekmat,Bamoharram, Fatemeh F.. "One-pot synthesis of 2-arylbenzoxazoles promoted by heteropolyacids". . p. 890 - 895. Retrieved 2008.
• 6、 Yang, Jin. "Pyrazole-3-carboxylates assisted N-heterocyclic carbene palladium complexes: synthesis, characterization, and catalytic activities towards arylation of azoles with arylsulfonyl hydrazides". . . Retrieved 2020.
• 7、 Benzekri, Zakaria,Sibous, Sara,Serrar, Houda,Ouasri, Ali,Boukhris, Said,Rhandour, Ali,Souizi, Abdelaziz. "NH3(CH2)5NH3BiCl5: an efficient and recyclable catalyst for the synthesis of benzoxazole, benzimidazole and benzothiazole heterocycles". . p. 2781 - 2787. Retrieved 2018.
• 8、 Kidwai, Mazaahir,Bansal, Vikas,Saxena, Amit,Aerry, Swati,Mozumdar, Subho. "Cu-Nanoparticles: efficient catalysts for the oxidative cyclization of Schiffs' bases". . p. 8049 - 8053. Retrieved 2006.
• 9、 Teimouri, Abbas,Chermahini, Alireza Najafi,Salavati, Hossien,Ghorbanian, Leila. "An efficient and one-pot synthesis of benzimidazoles, benzoxazoles, benzothiazoles and quinoxalines catalyzed via nano-solid acid catalysts". . p. 38 - 45. Retrieved 2013.
• 10、 Belyaev et al.. "-". . . Retrieved 1972.