3,5-xylyl methyl carbamate

Structural formula
General
Surname	3,5-xylyl methyl carbamate
other names	Cosban; Macbal / Maqbal;
Molecular formula	C 10 H 13 NO 2
Brief description	colorless solid
External identifiers / databases
EC number	607-955-8
ECHA InfoCard	100.128.390
PubChem	17563
Wikidata	Q15632708
properties
Molar mass	179.22 g mol −1
Physical state	firmly
Melting point	99 ° C
boiling point	239.7 ° C
Vapor pressure	6.88 mPa (25 ° C)
solubility	very sparingly soluble in water (0.47 g l −1 at 20 ° C)
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution
H and P phrases	H: 302
	P: no P-phrases
Toxicological data	245 mg kg −1 ( LD 50 , rat , oral ) ; > 5000 mg kg −1 ( LD 50 , rat , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

3,5-Xylylmethylcarbamate ( XMC ) is a chemical compound from the group of carbamates . 3,5-Xylylmethyl carbamate was introduced as an insecticide in 1968 by Hokko Chemical Industry and Hodogaya . It is used to control dwarf and pointed leaf hoppers in tea and rice cultivation. XMC works by inhibiting acetylcholinesterase .

Extraction and presentation

3,5-Xylylmethylcarbamate can be obtained by reacting 3,5-xylenol and methyl isocyanate (or first phosgene and then methylamine).

Admission

The active ingredient XMC was never approved as a plant protection product in the EU. In Switzerland, too, no pesticides containing this active ingredient are permitted.

Individual evidence

↑ ^a ^b ^c ^d ^e Entry on XMC in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on December 14, 2013.
↑ ^a ^b ^c ^d Entry on 3,5-xylyl methyl carbamate in the GESTIS substance database of the IFA , accessed on December 14, 2013(JavaScript required) .
↑ Entry on 3,5-xylyl methylcarbamate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ MacBean, C. (Colin), British Crop Protection Council .: The pesticide manual: a world compendium. Sixteenth ed. Alton, Hampshire, ISBN 978-1-901396-86-7 , pp. 552 ( uz.ac.zw [accessed March 20, 2019]).
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 98 ( limited preview in Google Book search).
^ Directorate-General for Health and Food Safety of the European Commission: Entry on XMC in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 14, 2016.

[ppdb-1] Entry on XMC in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on December 14, 2013.

[GESTIS-2] Entry on 3,5-xylyl methyl carbamate in the GESTIS substance database of the IFA , accessed on December 14, 2013(JavaScript required) .

[CLP_100.128.390-3] Entry on 3,5-xylyl methylcarbamate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[4] MacBean, C. (Colin), British Crop Protection Council .: The pesticide manual: a world compendium. Sixteenth ed. Alton, Hampshire, ISBN 978-1-901396-86-7 , pp. 552 ( uz.ac.zw [accessed March 20, 2019]).

[unger-5] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 98 ( limited preview in Google Book search).

[6] Directorate-General for Health and Food Safety of the European Commission: Entry on XMC in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 14, 2016.