20810-21-3

Basic information

• Product Name: 4-Undecene
• Synonyms: 4-Undecene
• CAS NO: 20810-21-3
• Molecular Formula: C₁₁H₂₂
• Molecular Weight: 154.29
• Mol File: 20810-21-3.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Undecene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Undecene(20810-21-3)
• EPA Substance Registry System: 4-Undecene(20810-21-3)

Safety Data

• Hazardous Substances Data: 20810-21-3(Hazardous Substances Data)

Upstream product

• 124-13-0 Octanal 
• 1779-51-7 n-butyl(triphenyl)phosphonium bromide 
• 91428-14-7 undeca-1,7-diyne 
• 42843-49-2 (Z)-1-bromo-1-octene 
• 1239384-16-7 [2-(2-hydroxyprop-2-yl)phenyl]triisopropylsilane 
• 111-66-0 oct-1-ene 
• 638-45-9 1-Iodohexane 
• 592-41-6 1-hexene 
• 628-17-1 amyl iodide 

Relevant articles and documents

The Iodine Atom Transfer Addition Reaction (I-ATRA) initiated by AIBN: Optimization, scope and radical reaction pathways

Optimization of reaction conditions (alkene, halide, solvent, stoichiometry, manners of the reagents addition, and reaction time) of the I-ATRA reactions involving 1-iodoalkylphosphonates was carried out. GC-MS-CI/EI analyses showed main and side products of this reaction and the corresponding radical reaction pathways leading to products derived from phosphorus and nonphosphorus containing iodides, as well as explained the source of hydrogen in radical reduction processes accompanying the I-ATRA reaction. Synthesis of some 3-iodoalkyl and 3-iodoalkenylphosphonates was also presented based on the optimized procedure.

The metathesis of α-olefins over supported Re-catalysts in supercritical CO2

At 35 °C, in the presence of supercritical carbon dioxide (80-150 bar) as a solvent, α-olefins (RCHCH2, R = C4-C6) undergo highly selective self-metathesis catalyzed by supported Re-oxide (7%). To the best of our knowledge, this is the first procedure for the metathesis of alkenes, in which heterogeneous catalysts are combined with the use of dense CO2. The intrinsic eco-compatibility and the unique physicochemical properties of this medium offer both environmental and synthetic advantages: not only conventional toxic solvents (e.g. n-heptane and toluene) can be replaced, but the reaction is faster. For instance, after 2 h, the average conversion of 1-octene is 67% and 40% in scCO2 and n-heptane, respectively. The product of self-methatesis, 7-tetradecene, can be isolated in yields up to 68%. At 90 bar, the reaction is rather sensitive to the mole fraction of the olefin (in scCO2); though, the enhancement of the pressure (and the density) of the supercritical medium does not induce significant effects on either the rate or the selectivity of the process. The nature of the catalytic support also greatly affects the reaction outcome: Re-oxide shows good activity if dispersed over γ-Al2O3, while silica-based systems are ineffective.

AIR-STABLE BINUCLEAR ALKOXYTUNGSTEN COMPLEXES AS CATALYST PRECURSORS FOR OLEFIN METATHESIS

The use of the air-stable complexes tetrachlorobis(μ-methoxy)bis(methanolo)dimethoxyditungsten (1) and tetrachlorobis(μ-ethoxy)tetraethoxyditungsten (2) as catalyst precursors for the metathesis of 1-octene is described.Using mild conditions, the latter was converted to 7-tetradecene (4) in fair yields when diethylaluminum chloride (3) was used as a cocatalyst.Product stereoselectivity was 4/1 in favor of the trans isomer.The reaction was also shown to be efficient for the production of 2-nonenes.