Napropamide

Napropamide
Names
Preferred IUPAC name
N,N-Diethyl-2-naphthalen-1-yloxypropanamide
Identifiers
3D model (JSmol)
2217870
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.035.742
EC Number
  • 239-333-3
KEGG
UNII
  • InChI=1S/C17H21NO2/c1-4-18(5-2)17(19)13(3)20-16-12-8-10-14-9-6-7-11-15(14)16/h6-13H,4-5H2,1-3H3
    Key: WXZVAROIGSFCFJ-UHFFFAOYSA-N
  • CCN(CC)C(=O)C(C)OC1=CC=CC2=CC=CC=C21
Properties
C17H21NO2
Molar mass 271.360 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Napropamide is an acetamide chemical herbicide. Its formula is C17H21NO2. It is sold under the trade name of Devrinol,[1] and was first manufactured in 1969.[2]

"Devrinol 50" is a wettable powder containing 50% napropamide.[3]

Use

Napropamide is used as a herbicide by inhibiting the growth of roots. It is used against annual grasses and broadleaf weeds.[1] The d-isomer is noted as being significantly more effective than the racemic mixture against certain weeds.[2]

See also

References

  1. ^ a b Neal J (November 18, 2014). "Devrinol (napropamide)". NC State Extension. Retrieved November 26, 2024.
  2. ^ a b Wendeborn S, Godineau E, Mondière R, Smejkal T, Smits H (2012), "1.8 Chirality in Agrochemicals", Comprehensive Chirality, Elsevier, pp. 120–166, doi:10.1016/b978-0-08-095167-6.00102-6, ISBN 978-0-08-095168-3, retrieved 2024-11-26
  3. ^ Williams H (1974). "Effects of certain preemergence herbicides on Diochondra spp". Proceedings of the Second International Turfgrass Research Conference: 410–417. doi:10.2135/1974.proc2ndintlturfgrass.c60.
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