35066-42-3

Basic information

• Product Name: ethyl (2Z)-hept-2-enoate
• CAS NO: 35066-42-3
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.2221
• Mol File: 35066-42-3.mol

Chemical Properties

• Boiling Point: 194.6°C at 760 mmHg
• Flash Point: 77.9°C
• Density: 0.896g/cm³
• Vapor Pressure: 0.437mmHg at 25°C
• Refractive Index: 1.436
• CAS DataBase Reference: ethyl (2Z)-hept-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (2Z)-hept-2-enoate(35066-42-3)
• EPA Substance Registry System: ethyl (2Z)-hept-2-enoate(35066-42-3)

Safety Data

• Hazardous Substances Data: 35066-42-3(Hazardous Substances Data)

Upstream product

• 16930-95-3 ethyl hept-2-ynoate 
• 623-47-2 propynoic acid ethyl ester 
• 110-62-3 pentanal 
• 1071-46-1 hydrogen ethyl malonate 
• 109-72-8 n-butyllithium 
• 185841-09-2 ethyl (2Z)-3-(butyltellanyl)acrylate 
• 161520-75-8 ethyl (Z)-2-iodo-2-heptenoate 
• 1530-45-6 (carbethoxymethyl)triphenylphosphonium bromide 
• 68-12-2 N,N-dimethyl-formamide 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 

Downstream Products

• 54340-71-5 (E)-ethyl hept-3-enoate 
• 1039768-36-9 (R)-3-(dimethyl(phenyl)silyl)heptanoic acid ethyl ester 
• 13154-12-6 1-bromohexene 
• 1577-31-7 (Z)-hept-2-enoic acid 

Relevant articles and documents

Asymmetric conjugate silyl transfer in iterative catalytic sequences: Synthesis of the C7-C16 fragment of (+)-neopeltolide

Matched or mismatched, that is not the question! The anti,anti configuration of the C7- C16 fragment of (+)-neopeltolide is stereoselectively installed in an iterative sequence of catalyst-controlled Si group and Me group transfers, even with mismatched selectivity in the former (Si=Me2PhSi, see scheme; TBS=tert-butyldimethylsilyl).

Diastereoselective synthesis of α,β-unsaturated systems

Functionalized Z-vinylic tellurides were used in substitution reactions with lower order cyanocuprates leading to α,β-unsaturated ketones and esters in good yields. In the case of acyclic tellurides, the product was obtained in high diastereoselectivity. The control of the stereoselectivity was achieved by simple change of the reaction temperature.

Practical synthesis of (E)-α,β-unsaturated esters from aldehydes

Based on a modification of the Doebner-Knoevenagel reaction, a practical and highly efficient synthesis of β,β-unsaturated esters with excellent regio- and stereoselectivity was developed. The reactions are catalyzed by 4-dimethylaminopyridine in DMF at room temperature or below. Both aliphatic and aromatic aldehydes can readily be used in the process.

Solvent-free Wittig olefination with stabilized phosphoranes - Scope and limitations

Neat mixtures of arene/hetarenecarbaldehydes, alkanals as well as alkenals with alkyl (triphenylphosphoranylidene)acetates react exothermally to furnish the corresponding alkenes. In certain cases, heating has to be provided externally. Reaction times are short and yields are generally very high. Neat mixtures of ketones and alkyl (triphenylphosphoranylidene)acetates react preferentially under microwave irradiation. The better stabilized phosphoranes do not react in the solid state with aldehydes or ketones under conventional heating, but necessitate microwave irradiation, although not all of the phosphoranes have been found to be stable under microwave irradiation at 500 W (2450 MHz).

Palladium-catalyzed reaction between aryl or alkenyl halides and (1-carbalkoxy-1-alkenyl)zinc iodides. A new class of unmasked β-substituted acrylate α-anion equivalents

Unmasked β-substituted acrylate α-anion equivalents have been directly and very efficiently prepared by insertion of zinc metal into the carbon-iodine bonds of alkyl (E)- or (Z)-2-iodo-2-alkenoates, (E)- or (Z)-(4), respectively.The stereoisomeric composi