Napropamide

Napropamide
Names
	Preferred IUPAC name N,N-Diethyl-2-naphthalen-1-yloxypropanamide
Identifiers
CAS Number	15299-99-7;
3D model (JSmol)	Interactive image;
Beilstein Reference	2217870
ChEBI	CHEBI:83771;
ChEMBL	ChEMBL1877460;
ChemSpider	25304;
ECHA InfoCard	100.035.742
EC Number	239-333-3;
KEGG	C18868;
PubChem CID	27189;
UNII	B56M9401K6;
CompTox Dashboard (EPA)	DTXSID5024211 ;
	InChI 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;
	SMILES CCN(CC)C(=O)C(C)OC1=CC=CC2=CC=CC=C21;
Properties
Chemical formula	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]

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]

References

^ ^a ^b Neal J (November 18, 2014). "Devrinol (napropamide)". NC State Extension. Retrieved November 26, 2024.
^ ^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

[ncse-1] Neal J (November 18, 2014). "Devrinol (napropamide)". NC State Extension. Retrieved November 26, 2024.

[:0-2] 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

[1]

[2]

Use

See also

References