MCPB, 2,4-MCPB, 4-(4-chloro-o-tolyloxy)butyric acid (IUPAC), or 4-(4-chloro-2-methylphenoxy)butanoic acid (CAS) is a phenoxybutyric herbicide. In the United States it is registered for use on pea crops before flowering, for post-emergence control of broadleaf annual and perennial weeds including Canadian thistle, buttercup, mustard, purslane, ragweed, common lambsquarters, pigweed, smartweed, sowthistle, and morning glory. It has low to moderate acute toxicity, with kidney and liver effects as the main hazard concerns. It is not volatile, persistent, or likely to bioconcentrate.

MCPB
Skeletal formula of MCPB
Ball-and-stick model of the MCPB molecule
Names
Preferred IUPAC name
4-(4-Chloro-2-methylphenoxy)butanoic acid
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.002.151 Edit this at Wikidata
UNII
  • InChI=1S/C11H13ClO3/c1-8-7-9(12)4-5-10(8)15-6-2-3-11(13)14/h4-5,7H,2-3,6H2,1H3,(H,13,14) ☒N
    Key: LLWADFLAOKUBDR-UHFFFAOYSA-N ☒N
  • InChI=1/C11H13ClO3/c1-8-7-9(12)4-5-10(8)15-6-2-3-11(13)14/h4-5,7H,2-3,6H2,1H3,(H,13,14)
    Key: LLWADFLAOKUBDR-UHFFFAOYAB
  • CC1=C(C=CC(=C1)Cl)OCCCC(=O)O
Properties
C11H13ClO3
Molar mass 228.67 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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A variety of methods have been developed for its analysis.[1] In the U.S., the maximum residue permitted on peas is 0.1 parts per million.[2]

References

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  1. ^ Wells, M. J. M.; Yu, L. Z. (2000). "Solid-phase extraction of acidic herbicides". Journal of Chromatography A. 885 (1–2): 237–250. doi:10.1016/S0021-9673(00)00206-5. PMID 10941675.
  2. ^ "RED FACTS; MCPB". US EPA.
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  • MCPB in the Pesticide Properties DataBase (PPDB)