Pendimethalin

• N -(1- ethylpropyl ) -3,4 -dimethyl- 2 ,6- dinitrophenylamin
• Penoxalin
• N -(1- ethyl propyl ) -2,6 -dinitro -3 ,4- xylidine
• 1-amino- N -(1- ethylpropyl ) -3,4 -dimethyl- 2 ,6 -dinitrobenzene
• Herbatox
• N -(1- ethylpropyl ) -3,4 -dimethyl- 2 ,6- dinitroaniline

Orange-yellow odorless solid

Fixed

0.85 g · cm -3

56-57 ° C

330 ° C

1.94 · 10-3 Pa ( 25 ° C)

• Practically insoluble in water ( 0.33 mg · l -1)
• Soluble in dichloromethane, xylene, ethyl acetate and acetone

Attention

1050 mg · kg -1 ( LD50, rat, oral)

Template: Infobox chemical / molecular formula search available

Pendimethalin is an active ingredient for plant protection and a chemical compound from the group of Dinitroaniline.

Production and representation

Pendimethalin may be obtained by reaction with nitric acid from o-xylene. In the reaction, the two possible regioisomers of Nitroxylols arise. The implementation of the 4-nitro- m -xylene with 3-pentanone and hydrogen, the secondary amine is obtained, which is nitrated with nitric acid again for pendimethalin.

Recent syntheses start xylene 4-nitro -o- with.

Properties

Pendimethalin is a flammable orange-yellow odorless solid that is practically insoluble in water. It is stable in the pH range 4 to 9

Use

Pendimethalin is used as an active ingredient in pesticides. It is manufactured by American Cyanamid, and for example sold under the trade names Stomp, Sitradol and Prowl. It is used as a selective herbicide against most annual grasses and broadleaf weeds in corn, potatoes, rice, cotton, soybeans, tobacco, peanuts and sunflower. It is used both pre and early post-emergence. The effect is based on inhibition of the formation of microtubules in cell division, as well as the disturbance of the orientation of microfibrils.

In Germany, Austria and Switzerland pesticides are approved with this drug.