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Anthranil

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Anthranil
Names
Preferred IUPAC name
2,1-Benzisoxazole
Identifiers
3D model (JSmol)
ECHA InfoCard 100.005.437 Edit this at Wikidata
EC Number
  • 205-980-5
  • InChI=1S/C7H5NO/c1-2-4-7-6(3-1)5-9-8-7/h1-5H
    Key: FZKCAHQKNJXICB-UHFFFAOYSA-N
  • C12=CON=C1C=CC=C2
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:
class="wikitable collapsible" style="min-width: 50em;"
GHS hazard pictograms[2]
Pictogram Code Symbol description Image link
GHS01: Explosive GHS01 {{GHS exploding bomb}} Image:GHS-pictogram-explos.svg Explosive
GHS02: Flammable GHS02 {{GHS flame}} Image:GHS-pictogram-flamme.svg
GHS03: Oxidizing GHS03 {{GHS flame over circle}} Image:GHS-pictogram-rondflam.svg
GHS04: Compressed Gas GHS04 {{GHS gas cylinder}} Image:GHS-pictogram-bottle.svg
GHS05: Corrosive GHS05 {{GHS corrosion}} Image:GHS-pictogram-acid.svg Corrosive
GHS06: Toxic GHS06 {{GHS skull and crossbones}} Image:GHS-pictogram-skull.svg Accute Toxic
GHS07: Exclamation mark GHS07 {{GHS exclamation mark}} Image:GHS-pictogram-exclam.svg Irritant
GHS08: Health hazard GHS08 {{GHS health hazard}} Image:GHS-pictogram-silhouette.svg Health Hazard
GHS09: Environmental hazard GHS09 {{GHS environment}} Image:GHS-pictogram-pollu.svg Environment

See also

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| Warning

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| H302[1]

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| P264, P270, P301+P312, P330, P501

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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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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.[3]

References

  1. ^ a b c d Sigma-Aldrich Co., Anthranil. Retrieved on 2017-03-02.
  2. ^ "Globally Harmonized System of Classification and Labelling of Chemicals" (pdf). 2021. Annex 3: Codification of Statements and Pictograms (pp 268–385).
  3. ^ 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.