Xylachlor

Xylachlor is a selective herbicide, used to pre-emergently control annual grasses on cereals, wheat, soy and rice. It is an anilide and a (chloro)acetanilide. As of 2023 it is considered obsolete, but may still be in use.^[1]

Xylachlor

Names
Preferred IUPAC name 2-chloro-N-(2,3-dimethylphenyl)-N-propan-2-ylacetamide
Other names 2-chloro-N-(2-chloro-N-isopropylacet-2,3-xylidide 2-chloro-N-(2,3-dimethylphenyl)-N-(1-methylethyl)acetamide xylachlore CL 206784
Identifiers
CAS Number	63114-77-2 Y
3D model (JSmol)	Interactive image
ChemSpider	143082 N
PubChem CID	162992
UNII	9J19F5321S
CompTox Dashboard (EPA)	DTXSID2042513
InChI InChI=1S/C13H18ClNO/c1-9(2)15(13(16)8-14)12-7-5-6-10(3)11(12)4/h5-7,9H,8H2,1-4H3 Key: UDRNNGBAXFCBLJ-UHFFFAOYSA-N
SMILES CC1=C(C(=CC=C1)N(C(C)C)C(=O)CCl)C
Properties
Chemical formula	C13H18ClNO
Molar mass	239.74 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

It was manufactured by American Cyanamid under the "Combat" trademark,^[1] registered in August 1979 and expired (by non-renewal) in 1986.^[2]

Compared to the fellow acetanilides alachlor, acetochlor and metolachlor, xylachlor had the weakest control of pigweed and setaria, though the greatest selectivity.^[3] Xylachlor is also less detrimental to sorghum, but this is offset by the need for higher application rates to achieve similar weed control.^[4]

Xylachlor's safety is not well studied. Prediction software indicates that it may be a class 3 highly toxic compound, mutagen or carcinogen, although other software predictions disagree.^[5]