Tebuconazole is a triazole fungicide used agriculturally to treat plant pathogenic fungi.

Tebuconazole[1]
Names
IUPAC name
(RS)- 1-(4-Chlorophenyl)- 4,4-dimethyl-3-(1H, 1,2,4-triazol-1-ylmethyl)pentan- 3-ol
Other names
(±)-1-(4-Chlorophenyl)-4,4-dimethyl-3-(1H, 1,2,4-triazol-1-ylmethyl)pentan-3-ol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.100.535 Edit this at Wikidata
UNII
  • InChI=1S/C16H22ClN3O/c1-15(2,3)16(21,10-20-12-18-11-19-20)9-8-13-4-6-14(17)7-5-13/h4-7,11-12,21H,8-10H2,1-3H3 ☒N
    Key: PXMNMQRDXWABCY-UHFFFAOYSA-N ☒N
  • InChI=1/C16H22ClN3O/c1-15(2,3)16(21,10-20-12-18-11-19-20)9-8-13-4-6-14(17)7-5-13/h4-7,11-12,21H,8-10H2,1-3H3
    Key: PXMNMQRDXWABCY-UHFFFAOYAS
  • CC(C)(C)C(CCC1=CC=C(C=C1)Cl)(CN2C=NC=N2)O
Properties
C16H22ClN3O
Molar mass 307.82 g·mol−1
Density 1.249 g/cm3 at 20 °C
Melting point 102.4 °C (216.3 °F; 375.5 K)
0.032 g/L at 20 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Environmental Hazards

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Though the U.S. Food and Drug Administration considers this fungicide to be safe for humans, it may still pose a risk. It is listed as a possible carcinogen in the United States Environmental Protection Agency Office of Pesticide Programs carcinogen list with a rating of C (possible carcinogen). Its acute toxicity is moderate.[2] According to the World Health Organization toxicity classification, it is listed as III, which means slightly hazardous.[citation needed]

Due to the potential for endocrine-disrupting effects, tebuconazole was assessed by the Swedish Chemicals Agency[3] as being potentially removed from the market by EU regulation 1107/2009.[4]

References

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  1. ^ Tebuconazole, - Archived 2011-04-29 at the Wayback Machine Food and Agriculture Organization of the United Nations
  2. ^ EPA regulation on Tebuconazole Archived 2006-04-27 at the Wayback Machine
  3. ^ "Interpretation of criteria for approval of active substances in the proposed EU plant protection regulation". Swedish Chemicals Agency (KemI). 2008-09-23. Archived from the original on 2009-01-01. Retrieved 2009-01-14.
  4. ^ "European regulation 1107/2009". 2009-10-21. Retrieved 2010-10-28.
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