35194-39-9

Basic information

• Product Name: Ethyl 8-nonenoate
• Synonyms: 8-Nonenoic acid ethyl ester;Ethylnon-8-enoate97%
• CAS NO: 35194-39-9
• Molecular Formula: C₁₁H₂₀O₂
• Molecular Weight: 184.28
• Mol File: 35194-39-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 230.8°C at 760 mmHg
• Flash Point: 90.6°C
• Appearance: /
• Density: 0.883g/cm³
• Vapor Pressure: 0.0647mmHg at 25°C
• Refractive Index: 1.435
• CAS DataBase Reference: Ethyl 8-nonenoate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 8-nonenoate(35194-39-9)
• EPA Substance Registry System: Ethyl 8-nonenoate(35194-39-9)

Safety Data

• Hazardous Substances Data: 35194-39-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H20O2/c1-3-5-6-7-8-9-10-11(12)13-4-2/h3H,1,4-10H2,2H3

Upstream product

• 64-17-5 ethanol 
• 102342-66-5 non-8-enoyl chloride 
• 31642-67-8 non-8-enoic acid 
• 26040-66-4 9-chloro-nonanoic acid ethyl ester 
• 140-89-6 potassium ethyl xanthogenate 
• 140-88-5 ethyl acrylate 
• 50338-49-3 1-Trimethylsiloxy-bicyclo[6.1.0]nonan 
• 4360-78-5 hept-6-enyl-malonic acid 
• 158627-60-2 (E)-Nona-2,8-dienoic acid ethyl ester 
• 693-55-0 monoethyl sebacate 

Downstream Products

• 13038-21-6 non-8-en-1-ol 
• 87096-30-8 2-Benzenesulfinyl-1-{(4S,5R)-2-methyl-1,1-dioxo-4-[7-(tetrahydro-pyran-2-yloxy)-heptyl]-1λ⁶-isothiazolidin-5-yl}-octan-3-one 
• 13481-97-5 dimethyl (Z)-octadec-9-ene-1,18-dioate 
• 24753-49-9 Dimethyl (E)-octadec-9-enedioate 

Relevant articles and documents

Palladium-catalyzed decarbonylative dehydration of fatty acids for the production of linear alpha olefins

A highly efficient palladium-catalyzed decarbonylative dehydration reaction of carboxylic acids is reported. This method transforms abundant and renewable even-numbered natural fatty acids into valuable and expensive odd-numbered alpha olefins. Additionally, the chemistry displays a high functional group tolerance. The process employs a low loading of palladium catalyst and proceeds under solvent-free and relatively mild conditions.

Enantioselective allylic hydroxylation of w-alkenoic acids and esters by P450 BM3 monooxygenase

Chiral allylic alcohols of w-alkenoic acids and derivatives thereof are highly important building blocks for the synthesis of biologically active compounds. The direct enantioselective C-H oxidation of linear terminal olefins offers the shortest route toward these compounds, but known synthetic methods are limited and suffer from low selectivities. Described herein is an enzymatic approach using the P450 BM3 monooxygenase mutant A74G/L188Q, which catalyzes allylic hydroxylation with high to excellent chemo- and enantioselectivities providing the desirable secondary alcohols.

Preparation of ω-hydroxynonanoic acid and its ester derivatives

Methyl ricinoleate was ozonized in methanol or in acetic acid and the intermediate hydroperoxides were reduced electrochemically on Pb-cathode to give 9-hydroxynonanoic acid 1 in high yields. The acid 1 was also prepared by direct castor oil ozonolysis in methanol followed by sodium borohydride reduction of the intermediate hydroperoxides. The cost of the electricity for the electroreduction was at least 30 times lower as compared with sodium borohydride consumption. 9-Hydroxynonanoic acid was then transformed to alkyl 9-acetoxynonanoates 3a-3d, for which 1H nuclear magnetic reasonance, mass, and infrared spectra are given. Esterification of the hydroxy acid 1 with boric acid and pyrolysis of the resultant orthoborates produced 8-nonenoic acid 4 in a 45% yield. Reaction of 4 with lower aliphatic alcohols in presence of Amberlyst 15 produced alkyl 8-noneates 5a-5d along with some amounts of a cis/trans mixture of alkyl 7-noneates.