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Skeletal formula with numbering convention
Full structural formula with aromatic bond
Ball-and-stick molecular model
Space-filling molecular model
IUPAC name
Other names
273-53-0 YesY
ChEBI CHEBI:38814 YesY
ChEMBL ChEMBL451894 YesY
ChemSpider 8873 YesY
Jmol 3D model Interactive image
PubChem 9228
Molar mass 119.12 g·mol−1
Appearance white to light yellow solid
Melting point 27 to 30 °C (81 to 86 °F; 300 to 303 K)
Boiling point 182 °C (360 °F; 455 K)
Flash point 58 °C (136 °F; 331 K)
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Benzoxazole is an aromatic organic compound with a molecular formula C7H5NO, a benzene-fused oxazole ring structure, and an odor similar to pyridine.[1][2] Alhtough benzoxazole itself is of little practical value, many derivatives of benzoxazoles are commercially important.

Being a heterocyclic compound, benzoxazole finds use in research as a starting material for the synthesis of larger, usually bioactive structures. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.

Occurrence and Applications[edit]

It is found within the chemical structures of pharmaceutical drugs such as flunoxaprofen. Benzoxazole derivatives are also of interest for optical brighteners in laundry detergents.[3] Benzoxazoles belong to the group of well-known antifungal agents with antioxidant, antiallergic, antitumoral and antiparasitic activity.[4]

4 4'-bis(benzoxazolyl)-cis-stilbene is an intensely fluorescent and its derivatives are used as optical brighteners.
2 5-bis(benzoxazol-2-yl)thiophene is also an intensely fluorescent and its derivatives are used as optical brighteners, e.g. in laundry detergents.[5]

See also[edit]


  1. ^ Katritzky, A. R.; Pozharskii, A. F. (2000). Handbook of Heterocyclic Chemistry (2nd ed.). Academic Press. ISBN 0080429882. 
  2. ^ Clayden, J.; Greeves, N.; Warren, S.; Wothers, P. (2001). Organic Chemistry. Oxford, Oxfordshire: Oxford University Press. ISBN 0-19-850346-6. 
  3. ^ E. Smulders, E. Sung "Laundry Detergents, 2. Ingredients and Products" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2012. doi:10.1002/14356007.o15_013
  4. ^ Şener, E., Yalçin, İ. and Sungur, E.: QSAR of some antifungal benzoxazoles and oxazolo(4,5-b)pyridines against C. Albicans. Quant. Struct.-Act. Relat. 10 (1991) 223-228.
  5. ^ M. Amine Fourati, Thierry Maris, W. G. Skene, C. Géraldine Bazuin, and Robert E. Prud’homme "Photophysical, Electrochemical and Crystallographic Investigations of the Fluorophore 2,5-Bis(5-tert-butyl-benzoxazol-2-yl)thiophene" J. Phys. Chem. B, 2011, volume 115, 12362–12369.doi:10.1021/jp207136k