54340-71-5

Basic information

• Product Name: (E)-3-Heptenoic acid ethyl ester
• Synonyms: (E)-3-Heptenoic acid ethyl ester
• CAS NO: 54340-71-5
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.22
• Mol File: 54340-71-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 191.5±9.0 °C(Predicted)
• Appearance: /
• Density: 0.896±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (E)-3-Heptenoic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-Heptenoic acid ethyl ester(54340-71-5)
• EPA Substance Registry System: (E)-3-Heptenoic acid ethyl ester(54340-71-5)

Safety Data

• Hazardous Substances Data: 54340-71-5(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 201230-82-2 carbon monoxide 
• 103896-62-4 (E)-diethyl hex-2-en-1-yl phosphate 
• 110-62-3 pentanal 
• 1071-46-1 hydrogen ethyl malonate 
• 30332-99-1 penta-3,4-dienoic acid ethyl ester 
• 925-90-6 ethylmagnesium bromide 
• 29901-85-7 (E)-hept-3-enoic acid 
• 102574-99-2 ethyl 2-bromohept-2-enoate 
• 35066-42-3 ethyl (Z)-hept-2-enoate 
• 54340-72-6 ethyl (E)-2-heptenoate 
• 627-19-0 1-Pentyne 
• 5187-82-6 (ethoxycarbonylmethyl)dimethylsulfonium bromide 

Downstream Products

• 14369-94-9 ethyl 4-oxoheptanoate 

Relevant articles and documents

Taming the carboxyl group for directed carbometalation: Observations on the use of anions, dianions and ester enolates

Carboxylate anions, dianions and ester enolates provide simultaneous protection and activation for directed carbometalation reactions. Advantage can be taken of the bis-carbanionic character of the intermediate for further controlled C-C bond forming reac

A practical, efficient, and atom economic alternative to the Wittig and Horner-Wadsworth-Emmons reactions for the synthesis of (E)-α,β- unsaturated esters from aldehydes

We describe a highly efficient new methodology for the synthesis of (E)-α,β-unsaturated esters from aldehydes. In our DMAP-catalyzed reaction, both aromatic as well as aliphatic aldehydes furnish the desired products highly regio- and stereoselectively if treated with commercially available or synthetically easily accessible malonic acid half ester. A large scale application in the synthesis of p-methoxycinnamates, which are of use as sunscreen ingredients, is described.

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.