Bromacil

• 5 -bromo-3 -sec- butyl- 6- methyluracil
• Isocil

Colorless and odorless solid

Fixed

1.55 g · cm -3

From 157.5 to 160 ° C

Very slightly soluble in water ( 815 mg · l-1 at 25 ° C)

Attention

• 641 mg · kg -1 ( LD50, rat, oral)
• 5000 mg · kg -1 ( LD50, Rabbit, transdermal)

Template: Infobox chemical / molecular formula search available

Bromacil is a chemical compound from the group of pyrimidinediones and uracils.

Production and representation

Bromacil can be prepared by the reaction of isopropyl 3 - aminocrotonate and subsequent cyclization in the sodium hydroxide solution at elevated temperature and bromination in acetic acid.

Alternatively, it may be prepared by reaction of phosgene and ammonia, with sec- butyl amine to sec - butylurea, which is in turn reacted with methyl acetoacetate to form 3- sec -butyl- 6- methyluracil. Subsequent bromination produced bromacil.

Properties

Bromacil is a non-flammable, colorless and odorless solid that is very slightly soluble in water. It decomposes when heated. The compound is stable against hydrolysis and sunlight.

Use

Bromacil is used as a herbicide. It is used to control annual and perennial grasses and broadleaf weeds. The effect is based on the inhibition of photosynthesis.

The substance was not added to the list of approved in the European Union crop protection active ingredients in 2002. In no EU country pesticides are approved with the active ingredient bromacil, not even in Switzerland. Bromacil was 1971-1990 approved in Germany.