5-Nitro-2-phenyl-1,3-benzoxazole

Base Information

• Chemical Name: 5-Nitro-2-phenyl-1,3-benzoxazole
• CAS No.: 891-43-0
• Molecular Formula: C13H8N2O3
• Molecular Weight: 240.218
• European Community (EC) Number: 809-696-8
• DSSTox Substance ID: DTXSID40353946
• Nikkaji Number: J358.192F
• Wikidata: Q27183596
• ChEMBL ID: CHEMBL391351
• Mol file: 891-43-0.mol

Synonyms:5-nitro-2-phenyl-1,3-benzoxazole;891-43-0;5-nitro-2-phenylbenzo[d]oxazole;5-Nitro-2-phenyl-benzooxazole;Benzoxazole, 5-nitro-2-phenyl-;5-NITRO-2-PHENYLBENZOXAZOLE;CBMicro_021228;2-phenyl-5-nitrobenzoxazole;Oprea1_504039;MLS000856085;CHEMBL391351;SCHEMBL2243126;SCHEMBL14103583;DTXSID40353946;CHEBI:105814;PBRISAFILDFQFS-UHFFFAOYSA-N;HMS2689K13;CCG-8910;MFCD00603147;AKOS000635027;SMR000282830;BIM-0021399.P001;CS-0207239;5-Nitro-2-phenylbenzo[d]oxazole, AldrichCPR;AE-641/30196036;SR-01000389400;SR-01000389400-1;Q27183596

Chemical Property of 5-Nitro-2-phenyl-1,3-benzoxazole

Chemical Property:

• Melting Point: 177 °C
• Boiling Point: 379.8±15.0 °C(Predicted)
• PKA: -5.71±0.10(Predicted)
• PSA: 71.85000
• Density: 1.359±0.06 g/cm3(Predicted)
• LogP: 3.92620
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 240.05349212
• Heavy Atom Count: 18
• Complexity: 312

Purity/Quality:

95% ^*data from raw suppliers

5-Nitro-2-phenylbenzo[d]oxazole Aldrich ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=C(O2)C=CC(=C3)[N+](=O)[O-]

Technology Process of 5-Nitro-2-phenyl-1,3-benzoxazole

There total 40 articles about 5-Nitro-2-phenyl-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: 96.0%

benzoyl chloride (98-88-4) + 2-hydroxy-5-nitroaniline (99-57-0) → 5-nitro-2-phenylbenzo[d]oxazole (891-43-0)

Guidance literature:

With Al-Cu-Cl^- hydrotalcite; at 60 ℃; for 1h;

DOI:10.1016/j.catcom.2017.01.005

Reference yield: 94.0%

benzaldehyde (100-52-7) + 2-hydroxy-5-nitroaniline (99-57-0) → 5-nitro-2-phenylbenzo[d]oxazole (891-43-0)

Guidance literature:

With tin dioxide; In ethanol; at 20 ℃; for 0.216667h; Green chemistry;

DOI:10.1007/s12039-013-0544-1

Reference yield: 90.0%

N-(2-bromo-5-nitrophenyl)benzamide (737765-82-1) → 5-nitro-2-phenylbenzo[d]oxazole (891-43-0)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; potassium acetate; In dimethyl sulfoxide; at 100 ℃; for 10h; Inert atmosphere;

DOI:10.1016/j.tetlet.2019.151082

upstream raw materials:

2-hydroxy-5-nitro-N-benzylideneaniline

(2,4-dinitro-phenoxy)-phenyl-acetic acid

iodobenzene

carbon monoxide

Downstream raw materials:

5-amino-2-phenyl-1,3-benzoxazole

N-(2-phenyl-1,3-benzoxazol-5-yl)benzamide

Refernces

• 1、 Wang, Zheng-Hai,Wang, Dong-Hui. "Cu-Catalyzed Synthesis of Benzoxazole with Phenol and Cyclic Oxime". supporting information. p. 782 - 785. Retrieved 2022/01/20.
• 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.