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87818-31-3

87818-31-3 Structure

87818-31-3 Structure
IdentificationMore
[Name]

Cinmethylin
[CAS]

87818-31-3
[Synonyms]

1-Methyl-4-(1-methylethyl)-2-((2-methylphenyl)methoxy)-7-oxabicyclo[2.2.1]heptane
CINMETHYLIN
(+-)-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
argold
cinch
cinch(cinmethylin)
exo-(+-)-7-oxabicyclo(2.2.1)heptan
exo-(+-)-xy)
sd95481
(1RS,2RS,4RS)-1,4-epoxy-p-menth-2-yl-2-metnyl-benzyl ether
exo-(±)-1-methyl-4-(1-methyl ethyl)-2-((2-methyl phenyl)methoxy)-7-oxabicyclo(2,2,1)heptane
Cinmethylin mixture of isomers PESTANAL
cinmethylin (bsi, draft e-iso, ansi, wssa)
Caswell No. 731G
(1RS,2RS,4RS)-1,4-Epoxy-p-menth-2-yl-2-methyl benzyl ether
exo-(+/-)-1-methyl-2-(2-methylbenzyloxy)-4-isopropyl-7-oxabicyclo(2.2.1)heptane
(1RS, 2SR, 4SR)-1-,4-epoxy-p-menth-2-yl-2-methyl benzyl ehter
[EINECS(EC#)]

402-410-9
[Molecular Formula]

C18H26O2
[MDL Number]

MFCD01632785
[Molecular Weight]

274.4
[MOL File]

87818-31-3.mol
Chemical PropertiesBack Directory
[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 Reference]

87818-31-3(CAS DataBase Reference)
[EPA Substance Registry System]

87818-31-3(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn,N
[Risk Statements ]

R20:Harmful by inhalation.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S22:Do not breathe dust .
[RIDADR ]

UN3082 9/PG 3
[WGK Germany ]

3
[RTECS ]

RN8762000
[HS Code ]

29321900
[Toxicity]

LD50 orally in rats: 4.5 g/kg; LD50 dermally in rabbits: >2 g/kg (Lee)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Nitrogen-->p-Toluenesulfonic acid-->Sodium acetate-->Lithium-->Glutaric acid-->tert-Butyl hydroperoxide-->1,3-Diaminopropane-->1,8-Cineole-->ETHYLENE GLYCOL-->1-Heptyne-->Terpin
Hazard InformationBack Directory
[Description]

Cinmethylinwas 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).
[Uses]

Cinmethylin is used as pre-emergence grass herbicide. Cinmethylin is member of the cineole eucalyptol family.
[Uses]

Herbicide.
[Definition]

ChEBI: 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.
[Pharmacology]

Cinmethylin 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 pathway]

When 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.
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

87818-31-3(sigmaaldrich)
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