MCPB

Structural formula
General
Surname	MCPB
other names	4- (4-chloro-2-methylphenoxy) butanoic acid ( IUPAC ); 2,4-MCPB; U 46 MCPB fluid; 4- (4-chloro-2-methylphenoxy) butyric acid;
Molecular formula	C 11 H 13 ClO 3
Brief description	colorless combustible solid
External identifiers / databases
EC number	202-365-3
ECHA InfoCard	100.002.151
PubChem	7207
ChemSpider	6938
Wikidata	Q424951
properties
Molar mass	228.68 g mol −1
Physical state	firmly
density	1.254 g cm −3
Melting point	100 ° C
boiling point	> 280 ° C
solubility	practically insoluble in water (44 mg l −1 at 20 ° C); soluble in acetone, dichloromethane and ethanol;
safety instructions
H and P phrases	H: 302-410
	P: 264-270-273-301 + 312 + 330-391-501
Toxicological data	680 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

MCPB is a chemical compound from the group of phenoxycarboxylic acids .

Extraction and presentation

MCPB can be obtained by reacting o-cresol with chlorine and then reacting the intermediate 2-methyl-4-chlorophenol with γ-butyrolactone . Alternatively, 2-methyl-4-chlorophenol can be reacted with 4-chlorobutyronitrile and sodium hydroxide to form MCPB.

properties

MCPB is a colorless, flammable solid that is practically insoluble in water. It decomposes when heated. The technical product is yellowish brown.

use

MCPB is used as an active ingredient in crop protection products. It was approved in the USA in 1964 and used as a herbicide for use on peas before they bloom to control thistles, buttercups, knotweed and other broad-leaved weeds.

Admission

The active ingredient MCPB was approved for use as a herbicide in the European Union with effect from May 1, 2006. In Austria and Switzerland, pesticides with this active ingredient are approved, in Germany not.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on MCPB in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
↑ ^a ^b ^c ^d ^e Entry for 2-METHYL-4-CHLOROPHENOXYBUTYRIC ACID in the Hazardous Substances Data Bank , accessed July 29, 2012.
↑ Entry on MCPB in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 , pp. 773 ( limited preview in Google Book search).
↑ Directive 2005/57 / EC (PDF) of the Commission of September 21, 2005 amending Council Directive 91/414 / EEC to include the active substances MCPA and MCPB.
↑ General Directorate Health and Food Safety of the European Commission: Entry on MCPB in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 13, 2016.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on MCPB in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .

[hsdb-2] Entry for 2-METHYL-4-CHLOROPHENOXYBUTYRIC ACID in the Hazardous Substances Data Bank , accessed July 29, 2012.

[CLP_100.002.151-3] Entry on MCPB in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[Unger-4] Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 , pp. 773 ( limited preview in Google Book search).

[5] Directive 2005/57 / EC (PDF) of the Commission of September 21, 2005 amending Council Directive 91/414 / EEC to include the active substances MCPA and MCPB.

[PSM-6] General Directorate Health and Food Safety of the European Commission: Entry on MCPB in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 13, 2016.