MCPB

MCPB
Names
	Preferred IUPAC name 4-(4-Chloro-2-methylphenoxy)butanoic acid
Identifiers
CAS Number	94-81-5 ;
3D model (JSmol)	Interactive image;
ChemSpider	6938 ;
ECHA InfoCard	100.002.151
PubChem CID	7207;
UNII	OA1Z4N1842 ;
CompTox Dashboard (EPA)	DTXSID4024193 ;
	InChI 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) Key: LLWADFLAOKUBDR-UHFFFAOYSA-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;
	SMILES CC1=C(C=CC(=C1)Cl)OCCCC(=O)O;
Properties
Chemical formula	C11H13ClO3
Molar mass	228.67 g/mol
Appearance	colourless crystalline solid
Hazards
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	680 mg/kg (rat, oral)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

MCPB, 2,4-MCPB, 4-(4-chloro-o-tolyloxy)butyric acid (IUPAC), or 4-(4-chloro-2-methylphenoxy)butanoic acid (CAS) is a selective 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 registered in Australia, Canada, Hungary, New Zealand, the UK and the USA. It is not volatile, persistent, or likely to bioconcentrate.^[1]

MCPB has to be oxidised into MCPA to have effect; because of this, it is more selective and can be sprayed on more sensitive crops than MCPA.^[1]

A variety of methods have been developed for its analysis.^[2] In the U.S., the maximum residue permitted on peas is 0.1 parts per million.^[3]

It is synthesised by chlorinating o-cresol and coupling it with γ-chlorobutyric acid.^[1]

References

^ ^a ^b ^c ^d ^e Paranjape, Kalyani; Gowariker, Vasant; Krishnamurthy, V.N.; Gowariker, Sudha (2015). The Pesticide Encyclopedia. CABI. ISBN 978-1-78064-014-3.
^ 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.
^ "RED FACTS; MCPB". US EPA. Archived from the original on October 6, 2006.

External links

MCPB in the Pesticide Properties DataBase (PPDB)

[tpe-1] Paranjape, Kalyani; Gowariker, Vasant; Krishnamurthy, V.N.; Gowariker, Sudha (2015). The Pesticide Encyclopedia. CABI. ISBN 978-1-78064-014-3.

[2] 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.

[3] "RED FACTS; MCPB". US EPA. Archived from the original on October 6, 2006.

[1]

[2]

[3]