200637-78-1

Basic information

• Product Name: 2-Cyclohexene-1-carboxylicacid,ethylester,(-)-(9CI)
• Synonyms: 2-Cyclohexene-1-carboxylicacid,ethylester,(-)-(9CI)
• CAS NO: 200637-78-1
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.21
• Product Categories: CARBOXYLICESTER
• Mol File: 200637-78-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Cyclohexene-1-carboxylicacid,ethylester,(-)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclohexene-1-carboxylicacid,ethylester,(-)-(9CI)(200637-78-1)
• EPA Substance Registry System: 2-Cyclohexene-1-carboxylicacid,ethylester,(-)-(9CI)(200637-78-1)

Safety Data

• Hazardous Substances Data: 200637-78-1(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 201230-82-2 carbon monoxide 
• 76644-52-5 rac-3-acetoxycyclohexene 
• 68735-62-6 cyclohexen-1-en-3-yl diethyl phosphate 
• 6305-63-1 diethyl 2-(cyclohex-2-enyl)malonate 
• 1521-51-3 rac-3-bromocyclohexene 
• 92599-49-0 3-(Naphthalen-1-ylcarbamoyloxy)-cyclohex-1-enecarboxylic acid ethyl ester 
• 92599-50-3 3-Phenylcarbamoyloxy-cyclohex-1-enecarboxylic acid ethyl ester 

Downstream Products

• 90046-75-6 diethyl 2-<1-(ethoxycarbonyl)cyclohex-1-en-3-yl>-2-hydroxypropane-1,3-dioate 
• 3514-86-1 2-(cyclohex-2-en-1-yl)acetyl chloride 
• 65173-70-8 1-(3-Ethoxycarbonyl-propyl)-cyclohex-2-enecarboxylic acid ethyl ester 

Relevant articles and documents

Ring opening of cyclopropane in tricyclo[4.3.0.02,9]nonan-3-one with electrophile-nucleophile reagents

Four tricyclo[4.3.0.02,9]nonan-3-one systems were treated with TBDMSI, TMSTFA and TMSTFA/NaSPh, affording different cyclopropane cleavage products, depending on the location of the substituent and the nature of the reagent.

Palladium-catalyzed asymmetric alkoxycarbonylation of allyl phosphates

Palladium-catalyzed alkoxycarbonylation of allyl phosphates proceeds with high efficiency affording the corresponding β,γ-unsaturated esters stereoselectively with inversion of configuration at the allylic carbon center. Palladium complexes hearing chiral

Palladium(0)-Catalyzed Alkoxycarbonylation of Allyl Phosphates and Acetates

Palladium-catalyzed alkoxycarbonylation of allyl phosphates under CO (1 atm) at 50 deg C proceeds highly efficiently to give the corresponding β,γ-unsaturated esters.The carbonylation of geranyl phosphate ((E)-11) under CO (1 atm) at 50 deg C gave ethyl ester of homogeranic acid ((E)-12) stereoselectively.The carbonylation takes place at least substituted allylic positions with inversion of configuration.Typically, the methoxycarbonylation of cis-5-(methoxycarbonyl)-2-cyclohexen-1-yl phosphate (cis-16) gave trans-dimethyl-2-cyclohexene-1,5-dicarboxylate (trans-17) selectively.Alkoxycarbonylation of allyl acetates is performed for the first time in the presence of a catalytic amount of bromide ion.The reaction can be rationalized by assuming the mechanism which involves oxidative addition of palladium(0) species to allyl acetates to give ?-allylpalladium acetate, fast ligand exchange of the acetate with bromide, insertion of carbon monoxide to give acylpalladium species, and alkoxylation.

PALLADIUM(O)-CATALYZED CARBONYLATION OF ALLYL PHOSPHATES AND ALLYL ACETATES. SELECTIVE SYNTHESIS OF β,γ-UNSATURATED ESTERS.

Palladium catalyzed carbonylations of allyl phosphates and allyl acetates give β,γ-unsaturated esters efficiently.The latter reaction requires bromide ion as a co-catalyst.

A NEW EFFICIENT DECARBOXYLATIVE REDUCTION OF γ-CARBAMOYLOXY-α,β-UNSATURATED ESTERS WITH LITHIUM DIALKYLCUPRATE

A new synthetically useful decarboxylative reduction of γ-carbamoyloxy-α,β-unsaturated esters with lithium dialkylcuprate under mild condition was described.