7206-16-8

Usage

Uses

Used in Plastics Industry:
(E)-5-Dodecene is used as a monomer for the production of various types of plastics. Its long-chain structure and unsaturated nature make it suitable for polymerization, resulting in the formation of durable and versatile plastic materials.
Used in Synthetic Lubricants Industry:
(E)-5-Dodecene is used as a base oil for the synthesis of high-quality lubricants. Its ability to form long-chain hydrocarbons contributes to the development of lubricants with excellent viscosity and thermal stability, which are essential for various mechanical applications.
Used in Surfactants Industry:
(E)-5-Dodecene is used as a raw material for the production of surfactants, which are compounds that lower the surface tension of a liquid. These surfactants are widely used in the manufacturing of detergents, cleaners, and other products that require emulsification or foaming properties.
Used in Chemical Intermediates:
(E)-5-Dodecene is used as an intermediate in the synthesis of various chemical products, such as additives, coatings, and adhesives. Its versatile chemical structure allows for further reactions and modifications, leading to the creation of a diverse range of specialty chemicals.

Upstream product

• 592-41-6 1-hexene 
• 1119-64-8 1-bromohexyne 
• 18379-62-9 dihexylboron chloride 
• 19780-12-2 5-dodecyne 
• 88106-30-3 1-bromo-1-cyclopropylpentane 
• 51751-87-2 (E)-1-bromo-1-octene 
• 693-04-9 butyl magnesium bromide 
• 59871-24-8 (E)-1-chlorooct-1-ene 
• 42599-17-7 (E)-1-iodo-1-octene 
• 34219-54-0 n-butylzinc iodide 
• 92273-73-9 n-butylzinc bromide 
• 109-72-8 n-butyllithium 
• 407617-06-5 1,1-dibromo-2-(trimethylsiloxy)octane 
• 60366-71-4 (Z)-5-trimethylsilyl-5-dodecene 

Relevant academic research and scientific papers

A General and Stereospecific Synthesis of Trans Alkenes and Regiospecific Synthesis of Ketones via Stepwise Hydroboration

The hydroboration of 1-bromo-1-alkynes with alkylbromoboranes (RBHBr*SMe2), conveniently obtained via the controlled hydridation of alkyldibromoboranes (RBBr2*SMe2), followed by treatment with sodium methoxide produces B-(trans-1-alkyl-1-alkenyl)boronate esters that provide the corresponding trans alkenes on protonolysis and ketones on oxidation

Single-Electron-Transfer-Induced Coupling of Alkylzinc Reagents with Aryl Iodides

Alkylzinc reagents prepared from an alkyllithium and zinc iodide were found to undergo coupling with aryl and alkenyl iodides in the presence of LiI in a mixed solvent consisting of THF and diglyme (1:1). Alkyllithiums, prepared by halogen–lithium exchange between an alkyl iodide and tert-butyllithium, are also converted to alkylarenes through alkylzinc reagents.

Stereoretentive Pd-catalyzed kumada-corriu couplings of alkenyl halides at room temperature

Stereoselective palladium-catalyzed Kumada-Corriu reactions of functionalized alkenyl halides and a variety of Grignard reagents, including those bearing β-hydrogen atoms and sensitive functional groups, can be carried out at room temperature using a new combination of reagents.

Iron thiolate complexes: Efficient catalysts for coupling alkenyl halides with alkyl grignard reagents

Ironing out the kinks: Efficient new catalytic systems based on iron thiolates are described for the iron-catalyzed cross-coupling of alkyl Grignard reagents with alkenyl halides (see scheme). The reaction is highly chemo- and stereoselective. With this new procedure, the use of N-methylpyrrolidone as a co-solvent is no longer required. Copyright

Nickel-catalyzed cross-coupling reactions of alkyl aryl sulfides and alkenyl alkyl sulfides with alkyl grignard reagents using (Z)-3,3-dimethyl-1,2- bis(diphenylphosphino)but-1-ene as ligand

A combination of nickel(II) acetylacetonate and (Z)-3,3-dimethyl-1,2- bis(diphenylphosphino)but-1-ene catalyzes cross-coupling reactions of alkyl aryl sulfides and alkenyl alkyl sulfides with alkyl Grignard reagents. Not only primary but also secondary alkyl Grignard reagents can be employed. Georg Thieme Verlag Stuttgart.

Alkynylsilanes as convenient precursors for the stereoselective synthesis of (E)-disubstituted alkenes

Hydromagnesiation of alkynylsilanes 1 gives (Z)-α-silylvinyl Grignard reagents 2, which are reacted with alkyl iodides or aryl iodides in the presence of Cul or Pd(PPh3)4 catalysts to afford (Z)-1,2-disubstituted vinylsilanes 3 in good yields. Intermediates 3 can undergo a desilylation reaction to give (E)-disubstituted alkenes 4 in high yields.

Synthesis of trisubstituted and tetrasubstituted alkenes via a manganate-induced migration-elimination process

Preparation of alkenes via a manganate-induced alkylation-elimination sequence was investigated. The reaction of 2-alkoxy-1,1-dibromoalkanes with trialkylmanganates afforded disubstituted or trisubstituted alkenes. Treatment of 2-alkoxy-1,1,1-tribromoalkanes with trialkylmanganates provided trisubstituted or tetrasubstituted alkenes through bromine-metal exchange, transfer of two alkyl groups from manganese to carbon, and successive elimination of metal and the β-alkoxy moieties.

Cobalt-catalyzed alkenylation of zinc organometallics

Organozinc halides and diorganozincs undergo cross-coupling reactions with either E- or Z-alkenyl iodides in the presence of catalytic amounts of Co(acac)2 or Co(acac)3 in THF:NMP at 55°C leading to polyfunctional alkenes with retent

Highly stereo and chemoselective iron-catalyzed alkenylation of organomagnesium compounds

In the presence of Fe(acac)3, Grignard reagents react readily with alkenyl halides (X = I, Br or Cl) in a THF/NMP mixture to give the cross-coupling products in high yields with an excellent stereoselectivity (≤99.5%). The scope of the reaction is very broad since a vast array of functional groups are tolerated (esters, nitriles, aromatic or aliphatic halides and even ketones). The procedure reported herein is an interesting alternative to the classical Pd- or Ni-catalyzed reactions, especially for preparative organic chemistry.

Cobalt-catalyzed alkenylation of organomagnesium reagents

Alkenyl iodides, bromides and chlorides react with organomagnesium reagents in THF, in the presence of Co(acac)2 and NMP (9 to 4 equiv.), to give the cross-coupling products in good yields. The reaction is chemoselective (aryl or alkyl bromides, esters and ketones) and stereoselective (≤ 99.5%).