111184-60-2

Basic information

• Product Name: N-(cyano-phenyl-methyl)-N'-methyl-urea
• CAS NO: 111184-60-2
• Molecular Weight: 189.217
• Mol File: 111184-60-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-(cyano-phenyl-methyl)-N'-methyl-urea(CAS DataBase Reference)
• NIST Chemistry Reference: N-(cyano-phenyl-methyl)-N'-methyl-urea(111184-60-2)
• EPA Substance Registry System: N-(cyano-phenyl-methyl)-N'-methyl-urea(111184-60-2)

Safety Data

• Hazardous Substances Data: 111184-60-2(Hazardous Substances Data)

Usage

General Description

N-(cyano-phenyl-methyl)-N′-methyl-urea, also known as diuron, is a widely used herbicide that acts by inhibiting photosynthesis in plants. Its chemical structure consists of a urea group connected to a methyl and a cyano-phenyl-methyl group. Diuron is effective in controlling a broad spectrum of weeds and is commonly used in agricultural and non-agricultural settings. It is considered to have low acute toxicity to mammals, but long-term exposure to diuron has been linked to potential environmental and human health risks. Due to its persistence and potential for water contamination, diuron has faced regulatory scrutiny and is subject to restrictions in some regions. Overall, diuron plays a significant role in weed management, but its usage requires careful consideration of its potential impacts on the environment and human health.

Upstream product

• 53641-60-4 2-phenylglycinonitrile hydrochloride 
• 624-83-9 methyl isocyanate 

Downstream Products

• 6846-11-3 3-methyl-5-phenylimidazolidine-2,4-dione 

Relevant articles and documents

KINETICS AND MECHANISM OF BASE-CATALYZED CYCLIZATION OF SUBSTITUTED AMIDES AND NITRILES OF HYDANTOIC ACID

Rates of base-catalyzed cyclizations of 8 substituted derivatives of hydantoic acid amide type R3-NH(5)-CO(4)-NR2(3)-CH2(2)-CO(1)-NHR1 and 9 nitriles type R3-NH(5)-CO(4)-NR2(3)-CHR1(2)-CN have been measured in aqueous and methanolic media.The cyclization of the amides in aqueous medium is also accompanied by hydrolysis of the hydantoins formed.In some cases the hydrolysis rate constant is greater than the corresponding cyclization reaction rate constant.With the least reactive amides, the cyclization is also accompanied by hydrolysis of the amide group.The ra te of the cyclization reactions in water is higher than that in methanol (at the same concentration of the lyate ions) by the factor of 10 - 100.Substitution of hydrogen at 3 and 5 positions by methyl or phenyl groups causes an acceleration of the cyclization reaction, whereas a substitution in the amide group causes a considerable retardation.The greatest acceleration of the cyclization (by as much as 4 orders) is caused by introduction of phenyl group to the N(5) position, which is due to a substantial increase of concentration of the reactive anion.