55298-92-5

Upstream product

• 67-56-1 methanol 
• 4698-08-2 (E)-geranic acid 
• 1189-09-9 methyl geranate 
• 81752-85-4 methyl (Z)-7-methyl-3-((trimethylsilyl)methyl)octa-2,6-dienoate 

Downstream Products

• 13066-51-8 γ-geraniol 
• 55298-95-8 (5,5-dimethyl-cyclohex-1-enyl)-acetic acid methyl ester 
• 28043-10-9 methyl 2,6,6-trimethyl-cyclohex-2-en-1-yl carboxylate 
• 55298-96-9 (3,3-Dimethyl-cyclohex-1-enyl)-acetic acid methyl ester 
• 30346-23-7 3,3-Dimethyl-Z-cyclohexylidenessigsaeuremethylester 
• 30346-25-9 3,3-Dimethyl-E-cycloheylidenessigsaeuremethylester 
• 26532-23-0 (Z)-3,3-Dimethylcyclohexane-Δ^1,β-ethanol 

Relevant academic research and scientific papers

THE PHOTOCHEMISTRY OF METHYL GERANATE, A MODEL CHROMOPHORE FOR INSECT JUVENILE HORMONE ANALOGS

The irradiation of methyl geranate (3) in ether using 254 nm lamps produces methyl 5-methyl-2-isopropenyl-4-hexenoate (13), 1,6,6-trimethyl-endo-5-carbomethoxybicyclo-hexane (11), methyl 2-isopropenyl-5-methylcyclopentanecarboxylate (12) and methyl (3Z)-3,7-dimethyl-3,6-octadienoate (14).Photolysis run in water or in ether in the presence of base generates two additional dienes: methyl 3-methylene-7-methyl-6-octaenoate (16) and methyl (3E)-3,7-dimethyl-3,6-octadienoate (17).The photolysis of methyl (2E, 6E)-3,7-dimethyl-2,6-nonadienoate (4a) in ether procedures all Z/E isomers, 4a - 4d.

The Kinetics of Photochemical Deconjugation Reactions of Methyl Geranate

The photochemical transformations of methyl geranate are analyzed in terms of the depedence of quantum yield upon base, 1,2-dimethylimidazole, concentration.The dependence of quantum yield of deconjugated esters methyl (3Z)-3,7-dimethyl-3,6-octadienoate (12), methyl 3-methylene-7-methyl-6-octenoate (13), and methyl (3E)-3,7-dimethyl-3,6-octadienoate (14) and the ratio of (13)/(12) and (13)/(14) upon base concentration, as well as the dependence of the ratios (methyl 2-isopropenyl-5-methylcyclopentanecarboxylate (15): deconjugated ester) (10)/(12), (10)/(13) and (10)/(14) upon the reciprocal of the base concentration, are consistent with relative rate constant ratios for (sigmatropic shift)/(dienol deprotonation) for photodienols 15, (precursor of 13), 17 (precursor of 12) and 19 (precursor of 14), of 72, 1.0 and 85.

Synthesis of (+/-)-trixagol by an electrophilic cyclization of an allylsilane

1,5-Dienes containing an allylsilane are cyclized by Lewis acids to methylenecyclohexanes.The trimethylsilyl group exerts a strong activating and directing influence on the regioselectivity of this cyclization.The monocyclic compound 10 was converted into the diterpene, (+/-)-trixagol (3).