77811-12-2

Basic information

• Product Name: (2E,4E)-methyl 5-cyclohexylpenta-2,4-dienoate
• Synonyms: (2E,4E)-methyl 5-cyclohexylpenta-2,4-dienoate
• CAS NO: 77811-12-2
• Molecular Weight: 194.274
• Mol File: 77811-12-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2E,4E)-methyl 5-cyclohexylpenta-2,4-dienoate(CAS DataBase Reference)
• NIST Chemistry Reference: (2E,4E)-methyl 5-cyclohexylpenta-2,4-dienoate(77811-12-2)
• EPA Substance Registry System: (2E,4E)-methyl 5-cyclohexylpenta-2,4-dienoate(77811-12-2)

Safety Data

• Hazardous Substances Data: 77811-12-2(Hazardous Substances Data)

Upstream product

• 37868-74-9 (E)-3-cyclohexylpropenal 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 6214-23-9 methyl (2Z)-3-iodoprop-2-enoate 
• 42599-23-5 ((E)-2-iodovinyl)cyclohexane 
• 77810-98-1 (E)-5-Cyclohexyl-2-mercapto-pent-4-enoic acid methyl ester 
• 77810-80-1 (1-Cyclohexyl-allylsulfanyl)-acetic acid methyl ester 
• 72867-23-3 methyl 2-(allylthio)acetate 
• 108-85-0 1-bromocyclohexane 
• 77811-06-4 (E)-5-Cyclohexyl-2-methylsulfanyl-pent-4-enoic acid methyl ester 

Relevant articles and documents

Catalytic enantioselective allylation of dienals through the intermediacy of unsaturated π-allyl complexes

(Chemical Equation Presented) The nickel-catalyzed enantioselective addition of allylboronic acid pinacol ester [allylB(pin)] to >,β,γ,δ-unsaturated aldehydes is described. This reaction results in a remarkable inversion of substrate olefin geometry, providing the Z,E-configured reaction product in good enantioselectivity and olefin stereoselectivity. The reaction appears to proceed by conversion of the dienal to an unsaturated B-allyl complex followed by reductive elimination via transition state II. Enantioselectivities range from 73-94% ee for a range of δ-substituted dienals when chiral ligand L3 is employed.

(ALLYLTHIO)ACETATE DIANION AS A MEW AND CONVENIENT REAGENT FOR THE STEREOSELECTIVE SYNTHESIS OF (2E,4E)DIENOATES FROM ALKYL HALIDES

Treatment of (allylthio)acetate with lithium diisopropylamide followed by the addition of s-butyllithium produced a new dianion which could react with a variety of alkyl halides exclusively at the allylic position.The high regioselectivity of the allylic alkylation could be realized in the case of methyl (allylthio)acetate dianion.A convenient and general method for the stereoselective synthesis of (2E,4E)dienoates from alkyl halides has been developed.