176324-33-7

Basic information

• Product Name: ethyl 2-ethoxycarbonyl-3-(2,6,6-trimethyl-2-cyclohexenyl)-propanoate
• Synonyms: ethyl 2-ethoxycarbonyl-3-(2,6,6-trimethyl-2-cyclohexenyl)-propanoate
• CAS NO: 176324-33-7
• Molecular Weight: 296.407
• Mol File: 176324-33-7.mol

Chemical Properties

• CAS DataBase Reference: ethyl 2-ethoxycarbonyl-3-(2,6,6-trimethyl-2-cyclohexenyl)-propanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-ethoxycarbonyl-3-(2,6,6-trimethyl-2-cyclohexenyl)-propanoate(176324-33-7)
• EPA Substance Registry System: ethyl 2-ethoxycarbonyl-3-(2,6,6-trimethyl-2-cyclohexenyl)-propanoate(176324-33-7)

Safety Data

• Hazardous Substances Data: 176324-33-7(Hazardous Substances Data)

Upstream product

• 24739-70-6 cyclogeranyl p-toluenesulfonate 
• 105-53-3 diethyl malonate 
• 6627-74-3 (+/-)-α-cyclogeraniol 
• 14505-74-9 α-cyclocitral 
• 6138-90-5 trans-geranyl bromide 
• 19894-79-2 diethyl [(2E)-3,7-dimethylocta-2,6-dienyl]malonate 

Downstream Products

• 176324-36-0 3-(2,6,6-Trimethyl-cyclohex-2-enyl)-selenopropionic acid Se-methyl ester 
• 176324-37-1 3-(2,6,6-trimethyl-2-cyclohexenyl)propanal 
• 124070-95-7 (1RS,7aSR)-1-(3-furyl)-4,4,7a-trimethyl-1,4,5,6,7,7a-hexahydro-2H-inden-2-one 
• 52567-52-9 3-(2,6,6-trimethyl-2-cyclohexenyl)-propanoic acid 
• 176324-34-8 ethyl 3-(2,6,6-trimethyl-2-cyclohexenyl)-propanoate 

Relevant articles and documents

? Participation in Nucleophilic Displacement of α-Cyclogeranyl Tosylate.

A study of α-cyclogeranyl tosylate displacement by several nucleophiles is reported.Cyclopropane derivatives C were formed by homoallylic participation only with hydroxide and diethyl malonate anions.

Experimental and theoretical studies on the bismuth-triflate-catalysed cycloisomerisation of 1,6,10-trienes and aryl polyenes

Cycloisomerisation of polyenes such as diethyl geranylprenylmalonate [(E)-1 a], diethyl geranylphenylmalonate [(E)-2 a] and diethyl cinnamylgeranylmalonate [(E,E)-3 a] catalysed by bismuth triflate was studied from experimental and theoretical viewpoints. Several intermediates were isolated and characterised, and calculated transition-state structures are proposed for the three reactions. The diastereoselectivity observed during the reaction of (E)- or (Z)-2 a in favour of the formation of trans-fused bicyclic products is discussed in detail. The nature of the active catalytic species derived from bismuth triflate was also investigated, and the formation of a hybrid Lewis acid/Br?nsted acid catalyst with water molecules is proposed, supported by experimental and theoretical data. Round and round: Cycloisomerisation reaction mechanisms involving polyenes and aryl trienes catalysed by bismuth triflate were studied experimentally and theoretically. The diastereoselectivity observed during the reaction of E or Z olefins in favour of trans-fused bicyclic products is discussed. The nature of the active catalytic species derived from bismuth triflate was also investigated, and formation of a hybrid Lewis acid/Br?nsted acid catalyst with water molecules is proposed (see figure). Copyright

Model insect antifeedants. Synthesis of azadiradione fragments through acyl radicals cyclizations and stannane coupling reactions

A diastereoselective and versatile synthesis of the model insect antifeedant 16 related to azadiradione has been achieved in nine steps starting from α-cyclocitral 1. The key steps involve intramolecular alkene addition of an acyl radical and a Stille coupling reaction of a vinyl iodide with a stannylfuran.