Anthranil

Anthranil
Names
Preferred IUPAC name
2,1-Benzisoxazole
Identifiers
3D model (JSmol)
ECHA InfoCard 100.005.437
EC Number 205-980-5
Properties
C7H5NO
Molar mass 119.12 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 pictograms [1]
GHS signal word Warning
H302[1]
P264, P270, P301+312, P330, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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, with the oxygen atom being located in the 3-position. This arrangement disrupts the aromaticity of the molecules by cross-conjugation, making it by far the least stable of the 3 structural isomers.[2]

References

  1. 1 2 3 4 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. ISSN 0040-4039.


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