2030-83-3

Usage

Uses

Used in Chemical Synthesis:
(3E)-dodec-3-ene is used as a precursor for the synthesis of various organic compounds, including fragrances, plastics, and lubricants.
Used in Industrial Processes:
(3E)-dodec-3-ene is used as a solvent in industrial processes.
Used in Chemical Production:
(3E)-dodec-3-ene is used as a chemical intermediate in the production of other chemicals.
Used in Surfactant and Detergent Manufacturing:
(3E)-dodec-3-ene is used in the manufacturing of surfactants, detergents, and lipids.

Upstream product

• 67-56-1 methanol 
• 112-79-8 Elaidic Acid 
• 60-33-3 9,12-octadecadienoic acid 
• 57-10-3 1-hexadecylcarboxylic acid 
• 57-11-4 stearic acid 
• 463-40-1 9,12,15-octadecatrienoic acid 
• 373-49-9 9-hexadecenoic acid 
• 506-30-9 Arachidic acid 
• 106-98-9 1-butylene 
• 124-19-6 nonan-1-al 
• 6228-47-3 n-propyltriphenylphosphonium bromide 
• 112-62-9 octadec-9-enoic acid methyl ester 

Downstream Products

• 29806-73-3 2-ethyl hexanol ester of hexadecanoic acid 

Relevant academic research and scientific papers

Selective Cobalt-Catalyzed Reduction of Terminal Alkenes and Alkynes Using (EtO)2Si(Me)H as a Stoichiometric Reductant

While attempting to effect Co-catalyzed hydrosilylation of β-vinyl trimethylsilyl enol ethers, we discovered that, depending on the silane, solvent, and the method of generation of the reduced cobalt catalyst, a highly efficient and selective reduction or hydrosilylation of an alkene can be achieved. This paper deals with this reduction reaction, which has not been reported before in spite of the huge research activity in this area. The reaction, which uses the air-stable [2,6-bis(aryliminoyl)pyridine)]CoCl2 activated by 2 equiv of NaEt3BH as the catalyst (0.001-0.05 equiv) and (EtO)2SiMeH as the hydrogen source, is best run at ambient temperature in toluene and is highly selective for the reduction of simple unsubstituted 1-alkenes and the terminal double bonds in 1,3- and 1,4-dienes, β-vinyl ketones, and silyloxy dienes. The reaction is tolerant of various functional groups such as bromide, alcohol, amine, carbonyl, di- or trisubstituted double bonds, and water. Highly selective reduction of a terminal alkyne to either an alkene or alkane can be accomplished by using stoichiometric amounts of the silane. Preliminary mechanistic studies indicate that the reaction is stoichiometric in the silane and both hydrogens in the product come from the silane.

Method of producing dicarboxylic acids

A method of producing dicarboxylic acids (e.g., α,ω dicarboxylic acids) by reacting a compound having a terminal COOH (e.g., unsaturated fatty acid such as oleic acid) and containing at least one carbon-carbon double bond with a second generation Grubbs catalyst in the absence of solvent to produce dicarboxylic acids. The method is conducted in an inert atmosphere (e.g., argon, nitrogen). The process also works well with mixed unsaturated fatty acids obtained from soybean, rapeseed, tall, and linseed oils.

SYNTHESIS OF TERMINAL ALKENES FROM INTERNAL ALKENES VIA OLEFIN METATHESIS

This disclosure relates generally to olefin metathesis, and more particularly relates to the synthesis of terminal alkenes from internal alkenes using a cross-metathesis reaction catalyzed by an olefin metathesis catalyst. According to one aspect, for example, a method is provided for synthesizing a terminal olefin, the method comprising contacting, in the presence of a ruthenium alkylidene metathesis catalyst, an olefinic substrate comprised of at least one internal olefin with a cross metathesis partner comprised of an alpha olefinic reactant, under reaction conditions effective to allow cross-metathesis to occur, wherein the reaction conditions include a reaction temperature of at least 35 °C. The methods, compositions, reactions and reaction systems herein disclosed have utility in the fields of catalysis, organic synthesis, and industrial chemistry.

METHODS OF MAKING MONOUNSATURATED FUNCTIONALIZED ALKENE COMPOUNDS BY METATHESIS

Described is a method of chemically modifying a starting composition comprising polyunsaturated alkene compounds in order to convert at least a portion of the polyunsaturated alkene compounds into functionalized monounsaturated alkene compounds. The separated monounsaturated alkene compounds may be useful, for example, as a starting material in the synthesis of organic chemicals such as diacids, diesters, and the like.

Transition Metal-catalysed Elimination of Unactivated Sulfones

Lithiated tert-butyl alkyl sulfones undergo an easy elimination in the presence of catalytic amounts of bisacetylacetonatopalladium, thus leading to desulfonylated alkenes.

COMETATHESIS OF METHYL OLEATE WITH α-OLEFINS

Cometathesis of methyl oleate with 1-hexene or with other α-olefins affords two new esters and two new olefins.In the case of 1-hexene these products are methyl 9-decenoate, methyl 9-tetradecenoate, 1-decene and 5-tetradecene.At the same time, the formation of the esters and olefins with shorter chains (i.e. decene and decenoate) is distinctly preferred.Obviously, the transfer of methylene group from the alkene to the ester molecule is much easier than that of the alkylidene moiety.The non-stoichiometric course of cometathesis is associated with the carbene mechanism of the reaction.

REACTIONS EN MILIEU HETEROGENE SOLIDE-LIQUIDE FAIBLEMENT HYDRATE: II - LA REACTION DE WITTIG DANS LES SYSTEMES CARBONATES ALCALINS/SOLVANT ORGANIQUE APROTIQUE

The use of alkaline carbonates in a slighty hydrated solid-liquid aprotic organic media allowed the synthesis of alkenes from polyfunctionnal aldehydes or activated ketones with high yield in a Z preferential stereochemistry.The reaction mechanism proposed takes in account the specific use of water on the solvation of cationic species at the solid-liquid interface to explain the Z.E alkene ratio.