Propyzamide

Structural formula
General
Surname	Propyzamide
other names	Pronamid Notch 3,5-dichloro- N - (1,1-dimethylprop-2-ynyl) benzamide
Molecular formula	C 12 H 11 Cl 2 NO
Brief description	colorless, odorless solid
External identifiers / databases
CAS number 23950-58-5 EC number 245-951-4 ECHA InfoCard 100,041,760 PubChem 32154 Wikidata Q2113173
properties
Molar mass	256.13 g mol −1
Physical state	firmly
density	1.33 g cm −3
Melting point	155-156 ° C
boiling point	321 ° C (decomposition)
Vapor pressure	2.67 10 −5 Pa (20 ° C)
solubility	practically insoluble in water (15 mg l −1 at 25 ° C) soluble in acetone, dichloromethane, ethyl acetate and methanol
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution H and P phrases H: 351-410 P: 201-273-308 + 313
Toxicological data	3350 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 .

Propyzamide is a chemical compound from the benzamide group and a herbicide introduced by Rohm and Haas in 1965 .

Extraction and presentation

Propyzamide can be obtained by a multi-stage reaction of acetone with sodium acetylide , thionyl chloride , sodium amide and the intermediate product from 3,5-dichlorobenzoic acid with thionyl chloride.

properties

Propyzamide is a flammable, colorless and odorless solid that is practically insoluble in water. It is stable under basic, neutral and acidic conditions.

use

Propyzamide is used as an active ingredient in crop protection products. It is used as a soil herbicide against mono- and dicotyledonous plants. It is used in fruit crops and post-emergence for rapeseed. Propyzamide works by inhibiting protein synthesis.

Admission

The active ingredient propyzamide was approved for use as a herbicide in the European Union with effect from April 1, 2004. In Germany, Austria and Switzerland, plant protection products with this active ingredient are approved.

literature

• Terence Robert Roberts, David Herd Hutson (Eds.): Metabolic Pathways of Agrochemicals: Herbicides and plant growth regulators . Royal Society of Chemistry, 1998, ISBN 0-85404-494-9 , pp. 10 ( limited preview in Google Book search).

Individual evidence

1. ↑ ^{a b c d e f g h i j} Entry on propyzamide in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
2. ↑ ^{a b c d} EU: Review report for the active substance propyzamide (PDF; 368 kB), February 26, 2003.
3. ↑ Entry on 3,5-dichloro-N- (1,1-dimethylprop-2-ynyl) benzamide in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can use the harmonized classification and expand labeling .
4. ↑ Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 , pp. 47 ( limited preview in Google Book search).
5. ↑ M. Bahadir, H. Parlar, Michael Spiteller: Springer Environmental Lexicon . Gabler Wissenschaftsverlage, 2000, ISBN 3-540-63561-0 , p. 935 ( limited preview in Google Book search).
6. ↑ Directive 2003/39 / EC of the Commission of May 15, 2003 amending Council Directive 91/414 / EEC to include the active substances Propineb and Propyzamide (PDF)
7. ↑ General Directorate Health and Food Safety of the European Commission: Entry on Propyzamide in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 13, 2016.