Anthranil

Anthranil (2,1-benzisoxazole) is an organic compound with a molecular formula C7H5NO, which features a fused benzene-isoxazole bicyclic ring structure. It is an…

Anthranil
Not to be confused with 1,2-Benzisoxazole.
Anthranil
Names
Preferred IUPAC name
2,1-Benzoxazole
Identifiers
3D model (JSmol)
2222
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.005.437 Edit this at Wikidata
EC Number
  • 205-980-5
UNII
  • InChI=1S/C7H5NO/c1-2-4-7-6(3-1)5-9-8-7/h1-5H
    Key: FZKCAHQKNJXICB-UHFFFAOYSA-N
  • n1c2ccccc2co1
Properties
C7H5NO
Molar mass 119.123 g·mol−1
Appearance Colorless liquid
Density 1.183 g/mL[1]
Boiling point 101–102 °C (214–216 °F; 374–375 K)[1]
Hazards
GHS labelling:
GHS07: Exclamation mark[1]
Warning
H302[1]
P264, P270, P301+P312, P330, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Anthranil (2,1-benzisoxazole) is an organic compound with a molecular formula C7H5NO, which features a fused benzene-isoxazole bicyclic ring structure. It is an isomer of the more common compounds benzoxazole and benzisoxazole, which have their oxygen atoms located in the 1-position. The locations of the heteroatoms in anthranil results in disrupted aromaticity, making it by far the least stable of the 3 structural isomers.[2]

References

  1. ^ a b c d Sigma-Aldrich Co., Anthranil. Retrieved on 2017-03-02.
  2. ^ Domene, Carmen; Jenneskens, Leonardus W.; Fowler, Patrick W. (2005). "Aromaticity of anthranil and its isomers, 1,2-benzisoxazole and benzoxazole". Tetrahedron Letters. 46 (23): 4077–4080. doi:10.1016/j.tetlet.2005.04.014. hdl:1874/14837. ISSN 0040-4039.


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