Karsil

Karsil (also called erlüjixiancaoan) is an acylanilide herbicide, similar to propanil. It is potent against annual grasses and broadleaved weeds in celery, and a strong inhibitor of photosynthesis.^[3] It is approved for use in China.^[1]

Quick facts Names, Identifiers ...

Karsil

Names
Preferred IUPAC name N-(3,4-Dichlorophenyl)-2-methylpentanamide
Other names (2RS)-3′,4′-Dichloro-2-methylpentananilide (RS)-3′,4′-Dichloro-2-methylvaleranilide N-(3,4-Dichlorophenyl)-2-methylpentanamide[1] NIA 4562
Identifiers
CAS Number	2533-89-3
3D model (JSmol)	Interactive image
ChemSpider	517504
PubChem CID	595317
UNII	7WAZ49QYN0
CompTox Dashboard (EPA)	DTXSID40871872
InChI InChI=1S/C12H15Cl2NO/c1-3-4-8(2)12(16)15-9-5-6-10(13)11(14)7-9/h5-8H,3-4H2,1-2H3,(H,15,16) Key: VUNCGGHZBFQRPB-UHFFFAOYSA-N
SMILES CCCC(C)C(=O)NC1=CC(=C(C=C1)Cl)Cl
Properties
Chemical formula	C12H15Cl2NO
Molar mass	260.16 g·mol−1
Density	1222 kg/m3[2]
Melting point	106 °C (223 °F; 379 K)[2]
Boiling point	396[2] °C (745 °F; 669 K)
Vapor pressure	1.79 nmHg[2]
Hazards
Flash point	193[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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When degraded by bacteria, karsil becomes 3,4-dichloroaniline and 3,3',4,4,'-tetrachloroazobenzene.^[3] Karsil is theorised to form hydrogen bonds with the protein of an enzyme involved in the oxidation of water, creating its herbicidal potential, similar to diuron and atrazine.^[4]

Karsil has been manufactured by Niagara Chemical Division.^[5] If ingested, activated charcoal absorbs it.^[6] Karsil is ten times as active as atrazine at the chloroplast level.^[7]