4-(1,3-Oxazol-5-YL)phenol

Base Information

• Chemical Name: 4-(1,3-Oxazol-5-YL)phenol
• CAS No.: 1128-71-8
• Molecular Formula: C9H7NO2
• Molecular Weight: 161.16
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10693927
• Nikkaji Number: J1.944.711A
• Wikidata: Q82622916
• ChEMBL ID: CHEMBL3354466
• Mol file: 1128-71-8.mol

Synonyms:4-(5-Oxazolyl)phenol;1128-71-8;4-(1,3-OXAZOL-5-YL)PHENOL;4-(oxazol-5-yl)phenol;Phenol, 4-(5-oxazolyl)-;CHEMBL3354466;MFCD00207683;4-oxazol-5-ylphenol;SCHEMBL4263728;DTXSID10693927;AMY20310;BAA12871;BDBM50040959;AKOS006230326;AS-31611;SY003622;CS-0157455;A21956

Chemical Property of 4-(1,3-Oxazol-5-YL)phenol

Chemical Property:

• Vapor Pressure: 0.000205mmHg at 25°C
• Boiling Point: 317.6oC at 760 mmHg
• Flash Point: 145.9oC
• PSA: 46.26000
• Density: 1.247g/cm3
• LogP: 2.04720
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

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

4-(5-Oxazolyl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CN=CO2)O

Technology Process of 4-(1,3-Oxazol-5-YL)phenol

There total 4 articles about 4-(1,3-Oxazol-5-YL)phenol 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%

5-(4-methoxyphenyl)-1,3-oxazole (1011-51-4) → 4-(1,3-oxazol-5-yl)phenol (1128-71-8)

Guidance literature:

5-(4-methoxyphenyl)-1,3-oxazole; With boron tribromide; In dichloromethane; at -78 - 20 ℃; for 8h;

With water; sodium hydrogencarbonate; In methanol; diethyl ether; dichloromethane; at 0 ℃;

Reference yield: 36.0%

oxazol (288-42-6) + 4-bromo-phenol (106-41-2) → 4-(1,3-oxazol-5-yl)phenol (1128-71-8)

Guidance literature:

With tetrabutylammonium acetate; palladium diacetate; In N,N-dimethyl acetamide; at 70 ℃; for 48h; regioselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201300704

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → 4-(1,3-oxazol-5-yl)phenol (1128-71-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / methanol / 18.5 h / Reflux

2.1: boron tribromide / dichloromethane / 72 h / -80 - 20 °C

2.2: -80 °C

With boron tribromide; potassium carbonate; In methanol; dichloromethane;

DOI:10.3390/molecules16064339

upstream raw materials:

5-(4-methoxyphenyl)-1,3-oxazole

4-methoxy-benzaldehyde

oxazol

4-bromo-phenol

Downstream raw materials:

2-hydroxy-5-oxazol-5-yl-benzoic acid

Refernces

• 1、 Yamamuro, Daisuke,Uchida, Ryuji,Ohtawa, Masaki,Arima, Shiho,Futamura, Yushi,Katane, Masumi,Homma, Hiroshi,Nagamitsu, Tohru,Osada, Hiroyuki,Tomoda, Hiroshi. "Synthesis and biological activity of 5-(4-methoxyphenyl)-oxazole derivatives". supporting information. p. 313 - 316. Retrieved 2015/04/13.
• 2、 Sadek, Bassem,Fahelelbom, Khairi Mustafa Salem. "Synthesis, characterization, and antimicrobial evaluation of oxadiazole congeners". experimental part. p. 4339 - 4347. Retrieved 2011/08/10.