ChemicalBook--->CAS DataBase List--->12002-53-8

12002-53-8

12002-53-8 Structure

12002-53-8 Structure
IdentificationBack Directory
[Name]

TRIMEDLURE
[CAS]

12002-53-8
[Synonyms]

capilure
ent31560
Polycore
Ai3-31560
TRIMEDLURE
pheroconmff
Einecs 234-416-0
Trimedlure cas 12002-53-8
Trimedlure (mixture of isomers)
Epa pesticide chemical code 112603
t-butyl4(or5)-chloro-2-methylcyclohexanecarboxylate
tert-Butyl-4/5-chloro-2-methylcyclohexane carboxylate
tert-butyl 4-chloro-2-methylcyclohexane-1-carboxylate
tert-butyl 4(or 5)-chloro-2-methyl cyclohexanecarboxylate
2-Methyl-5-chlorocyclohexanecarboxylic acid tert-butyl ester
5-Chloro-2-methylcyclohexanecarboxylic acid tert-butyl ester
4(or5)-chloro-2-methyl-cyclohexanecarboxylicacitert-butylester
2-Methyl-5-chlorocyclohexane-1-carboxylic acid tert-butyl ester
1,1-dimethylethyl 4(or 5)-chloro-2-methylcyclohexanecarboxylate
4-(or5)-chloro-2-methyl-cyclohexanecarboxylicacitert-butylester
4(or 5)-Chloro-2-methyl-cyclohexanecarboxylic acid tert-butyl ester
4-(Or 5)chloro-2-methylcyclohexanecarboxylic acid, 1,1-dimethyl ester
Cyclohexanecarboxylic acid, 4-(or 5)-chloro-2-methyl-, tert-butyl ester
cyclohexanecarboxylicacid,4(or5)-chloro-2-methyl-,1,1-dimethylethylester
[EINECS(EC#)]

234-416-0
[Molecular Formula]

C12H21ClO2
[MDL Number]

MFCD01734606
[MOL File]

12002-53-8.mol
[Molecular Weight]

232.75
Chemical PropertiesBack Directory
[Melting point ]

<25℃
[Boiling point ]

110℃
[density ]

1.0478 (rough estimate)
[refractive index ]

nD20 1.460
[storage temp. ]

Refrigerator
[solubility ]

Chloroform (Slightly), Hexanes (Slightly)
[form ]

Oil
[color ]

Clear Pale Yellow
[EPA Substance Registry System]

Trimedlure (12002-53-8)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
[TSCA ]

TSCA listed
[Toxicity]

LD50 in rats (mg/kg): 4556 ±1136 orally; in rabbits (mg/kg): >2025 dermally; LC50 (24 hr) in rainbow trout, bluegill sunfish (ppm): 11.5, 14.7 (Beroza)
Hazard InformationBack Directory
[Chemical Properties]

Liquid. Soluble in most organic solvents; insoluble in water.
[Uses]

As attractant in medfly traps.
[Uses]

Trimedlure is an attractant for successful fruit fly control.
[Production Methods]

Trimedlure is commercially synthesised through a stereoselective esterification process involving cyclohexane-based intermediates and chloromethylation, yielding a potent blend of isomers used as a pheromone. The production begins with the preparation of cyclohexene carboxylic acid derivatives, which are chloromethylated to introduce the key functional group responsible for insect attraction. This intermediate is then esterified with tert-butyl alcohol under acidic conditions, typically using sulphuric acid or a Lewis acid catalyst, to form the tert-butyl ester. The reaction is carefully controlled to favour the formation of the active stereoisomers, particularly the (1R,2S,5R) and (1R,2S,4R) configurations, which exhibit the highest biological activity
[Mechanism of action]

Non-toxic mode of action. Acts as an attractant
[Pesticide Type]

Semiochemical; Insecticide
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