145770-89-4

Basic information

• Product Name: 6-chloro-5-(2,3-dichlorophenoxy)-1-methyl-2-methylthio-1H-benzimidazole
• Synonyms: 6-chloro-5-(2,3-dichlorophenoxy)-1-methyl-2-methylthio-1H-benzimidazole
• CAS NO: 145770-89-4
• Molecular Weight: 373.69
• Mol File: 145770-89-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 6-chloro-5-(2,3-dichlorophenoxy)-1-methyl-2-methylthio-1H-benzimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-chloro-5-(2,3-dichlorophenoxy)-1-methyl-2-methylthio-1H-benzimidazole(145770-89-4)
• EPA Substance Registry System: 6-chloro-5-(2,3-dichlorophenoxy)-1-methyl-2-methylthio-1H-benzimidazole(145770-89-4)

Safety Data

• Hazardous Substances Data: 145770-89-4(Hazardous Substances Data)

Usage

Chemical class

Benzimidazole

Function

Fungicide

Mode of action

Inhibits fungal growth

Use

Control a wide range of fungal diseases in crops such as powdery mildew, rusts, and leaf spots

Properties

Systemic (absorbed into the plant and provides long-lasting protection)

Restrictions

Banned in some countries due to potential toxic effects on humans and the environment

Other considerations

Classified as a possible carcinogen, declining use due to development of resistance in some fungal species.

Upstream product

• 68786-66-3 6-chloro-5-(2,3-dichlorophenoxy)-2-(methylthio)-1H-benzo[d]imidazole 
• 74-88-4 methyl iodide 
• 68828-69-3 5-chloro-6-(2,3-dichlorophenoxy)-2,3-dihydro-1H-1,3-benzodiazole-2-thione 

Relevant articles and documents

Simultaneous extraction and methylation of acidic analytes adsorbed onto ion exchange resins using supercritical carbon dioxide containing methyl iodide

Methylation of a wide range of organic acids with methyl iodide was simply and efficiently performed on anion exchange resins with either supercritical carbon dioxide or acetonitrile as solvents. Analytes including chlorophenoxyacetic acids, pentachlorophenol, and quinoxaline-2-carboxylic acid were displaced from the resin in a single step as their methyl esters or ethers in high yield using the supercritical fluid extraction (SFE) system. The conversion of 2,4-D and 2,4,5-T (solutions of 100 and 35 ppb, respectively) to their methyl esters was complete in 30 min and gave yields of 92% and 99% with coefficients of variation of 10%. Analytes in up to 200 mL of aqueous solution could be trapped on 0.1 g of AG MP-1 anion exchange resin and derivatized and eluted using methyl iodide in supercritical carbon dioxide at 200 bar and 80°C. Less acidic compounds including albendazole, fenbendazole, triclabendazole, and sulfadimidine could also be derivatized on the resin under SFE conditions or in a quick and inexpensive procedure using acetonitrile; however, these compounds gave lower yields and multiple methylated products.

SYNTHESIS AND REACTIONS OF 2H-BENZIMIDAZOLE-2-SPIROCYCLOHEXANES : AN APPLICATION OF "UMPOLING"

The title compounds are available through condensation of an o-phenylenediamine with cyclohexanone followed by oxidation of the resulting product with manganese dioxide.In this article we review their oxidation, reduction, and rearrangement reactions along with their reactions with nitrogen, oxygen, sulphur, and other nucleophiles.As well as the parent compound the reactions of the 5-chloro-, 5,6-dichloro-, 4,6-dibromo-, 5-phenylsulphonyl- and 5-methoxy-derivative are discussed in some detail.Some applications of the methodology developed, particularly to the synthesis of actual or potential benzimidazole anthelminthics, are given also.