Cinmethylin

Cinmethylin Basic information
Product Name:Cinmethylin
Synonyms:1-Methyl-4-(1-methylethyl)-2-((2-methylphenyl)methoxy)-7-oxabicyclo[2.2.1]heptane;(+-)-exo-1-methyl-4-(1-methylethyl)-2-((2-methylphenyl)methoxy)-7-oxabicyclo;(2.2.1)heptane;1-methyl-4-(1-methylethyl)-2-[(2-methylphenyl)methoxy]-exo-(±)-7-Oxabicyclo[2.2.1]heptane;7-oxabicyclo(2.2.1)heptane,1-methyl-4-(1-methylethyl)-2-((2-methylphenyl)metho;exo-(±)-1-methyl-4-(1-methyl ethyl)-2-((2-methyl phenyl)methoxy)-7-oxabicyclo(2,2,1)heptane;CINMETHYLIN;Cinmethylin mixture of isomers PESTANAL
CAS:87818-31-3
MF:C18H26O2
MW:274.4
EINECS:402-410-9
Product Categories:Agro-Products;Aromatics;Heterocycles;Herbicide
Mol File:87818-31-3.mol
Cinmethylin Structure
Cinmethylin Chemical Properties
Melting point 25°C
Boiling point 313°C
density d20 1015 kg/m3
refractive index 1.4800 (estimate)
Fp 147 °C
storage temp. 0-6°C
form neat
CAS DataBase Reference87818-31-3(CAS DataBase Reference)
EPA Substance Registry SystemCinmethylin (87818-31-3)
Safety Information
Hazard Codes Xn,N
Risk Statements 20-51/53
Safety Statements 23-61-22
RIDADR UN3082 9/PG 3
WGK Germany 3
RTECS RN8762000
HS Code 29321900
ToxicityLD50 orally in rats: 4.5 g/kg; LD50 dermally in rabbits: >2 g/kg (Lee)
MSDS Information
Cinmethylin Usage And Synthesis
DescriptionCinmethylinwas developed by Shell Chemical Company in the early 1980s as a weed control agent for monocotyledonous species. This herbicide controls important grasses such as green foxtail (Setaria viridis) and barnyardgrass (Echinochloa crus-galli) and suppresses the growth of several broadleaf weeds such as prickly sida (Sida spinosa) and velvetleaf (Abutilon theophrasti).
UsesCinmethylin is used as pre-emergence grass herbicide. Cinmethylin is member of the cineole eucalyptol family.
DefinitionChEBI: Exo-(+)-cinmethylin is a 1-methyl-2-[(2-methylbenzyl)oxy]-4-(propan-2-yl)-7-oxabicyclo[2.2.1]heptane that is the exo-(+)-isomer of cinmethylin. It is an enantiomer of an exo-(-)-cinmethylin.
PharmacologyCinmethylin is active on several important grasses in rice (Echinochloa spp., Cyperus spp., and Monochoria vaginalis) at rates from 25 to 100 g ai/ha (5). Its chemical and toxicological features (low persistence in environment and low mammalian toxicity) generated a significant level of interest in its use as a rice herbicide.
Metabolic pathwayWhen rats are administered 14C-cinmethylin orally, the major route of its elimination is via urinary excretion. A complex degradation pattern of cinmethylin is observed and the metabolic pathways involve hydroxylation, oxidation at the benzyl and cineol portions, conjugation with glucuronic acid and glycine, and cleavage of the ether linkage. When rats are administered 14C-cinmethylin by stomach incubation, two minor metabolites are identified as o- (acetoxymethyl)benzoic acid and 9-(acetoxymethyl)-a- carboxycinmethylin.
2,2,5,5-TETRAMETHYLTETRAHYDROFURAN Methylparaben Chlorodimethylphenylsilane Methyl p-(2-Methoxyethyl) phenol 1,4-Cineole Acetonitrile Cinmethylin Methoxy 4-Methoxyphenylacetone Methoxydiethylborane 2-Methoxyethanol 2-Butanone Basic Violet 1 Kresoxim-methyl CYCLOHEPTANE Methanol Methyl acrylate

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