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*  Organophosphorus compound
From the commercial perspective, the most important member is tetrakis(hydroxymethyl)phosphonium chloride, [P(CH2OH)4]Cl, which ... Primary (RPH2) and secondary phosphines (RRPH and R2PH) add to alkenes in presence of a strong base (e.g., KOH in DMSO). ... Approximately 2M kg are produced annually of the chloride and the related sulfate. They are generated by the reaction of ... Phosphines are often less basic than corresponding amines, for instance the phosphonium ion itself has a pKa of −14 compared to ...
*  Crabtree's catalyst
Crabtree, R.; Felkin, H.; Morris, G. (1977). "Cationic iridium diolefin complexes as alkene hydrogenation catalysts and the ... Besides hydrogenation, the catalyst catalyzes the isomerization and hydroboration of alkenes. Crabtree's catalyst is used in ...
*  Syn and anti addition
Generally the substrate will be an alkene or alkyne. An example of syn addition would be the oxidation of an alkene to a diol ... Unlike straight-chain alkenes, cycloalkene syn addition allows stable addition of substituents to the same side of the ring, ... After addition to a straight-chain alkene such as C2H4, the resulting alkane will rapidly and freely rotate around its single ... The classical example of this is bromination (any halogenation) of alkenes. Depending on the substrate double bond, addition ...
*  Gauche effect
A related effect is the alkene cis effect. Anomeric effect IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book ...
*  Enone
Addition to the alkene is called conjugate additions. Michael additions are examples. Enones are often good dienophiles in ... An enone, also called an α,β-unsaturated carbonyl, is a type of organic compound consisting of an alkene conjugated to a ketone ... They can undergo both reduction of the carbonyl and of the alkene (conjugate reduction), as well as both. Enones undergo the ...
*  Alkenal
An Alkenal, is an aldehyde of an alkene. cis-3-Hexenal Crotonaldehyde (butenal) trans-2-Methyl-2-butenal 2-alkenal reductase ...
*  Alkenylsuccinic anhydrides
... such as the C22 alkene 11-docosen (by alkene metathesis from 1-dodecene). Alkenylsuccinic anhydrides - and the alkenylsuccinic ... The alkenes are obtained from the so-called "cracked distillate", a distillate fraction with a high content of unsaturation ... The excess alkene is removed by distillation in vacuo, the resulting alkenyl succinic anhydride hydrolyzed with dilute sodium ... The reaction of maleic anhydride (MAN) with aliphatic monounsaturated n- and iso-alkenes was described as early as 1936 in a ...
*  Fischer-Tropsch process
In addition, the alkene to alkane ratio increases. Fischer-Tropsch catalysts are sensitive to poisoning by sulfur-containing ... In addition to alkane formation, competing reactions give small amounts of alkenes, as well as alcohols and other oxygenated ... For maximising the overall gasoline yield, C3 and C4 alkenes have been oligomerized at Sasol. However, recovering the olefins ... The process is now used mainly for C2 and C7 alkene production. This new development can be regarded as an important progress ...
*  Carbon-fluorine bond
A related effect is the alkene cis effect. For instance, the cis isomer of 1,2-difluoroethylene is more stable than the trans ...
*  1,3-Cyclohexadiene
Cyclohexadiene and its derivatives form metal-alkene complexes. Illustrative is [C6H10)Fe(CO)3, an orange liquid. This complex ...
*  Nucleophilic conjugate addition
Simple alkene compounds do not show 1,2 reactivity due to lack of polarity, unless the alkene is activated with special ... The most important active alkenes are the aforementioned conjugated carbonyls and acrylonitriles. Conjugate addition is the ...
*  Simmons-Smith reaction
The Simmons-Smith reaction can be used to cyclopropanate simple alkenes without complications. Unfunctionalized achiral alkenes ... Cyclopropanation of alkenes activated by electron donating groups proceed rapidly and easily. For example, enol ethers like ... However, an alkene which is significantly more nucleophilic than any others will be highly favored. For example, ... The Simmons-Smith reaction is an organic cheletropic reaction involving an organozinc carbenoid that reacts with an alkene (or ...
*  Mahdi Abu-Omar
"H2-Driven Deoxygenation of Epoxides and Diols to Alkenes Catalyzed by Methyltrioxorhenium". Inorganic Chemistry. 48 (21): 9998- ...
*  Polymerization
As alkenes can be formed in somewhat straightforward reaction mechanisms, they form useful compounds such as polyethylene and ... In more straightforward polymerization, alkenes form polymers through relatively simple radical reactions; in contrast, more ...
*  Periodate
Alkenes can also be oxidised and cleaved in the Lemieux-Johnson oxidation. This uses a catalytic loading of osmium tetroxide ...
*  Hexafluorothioacetone
... is highly reactive to alkenes and dienes combining via addition reactions. With butadiene it reacts even ...
*  Aluminium hydride
A Convenient Route to Alkanes, 1-Haloalkanes and Terminal Alcohols from Alkenes". Journal of Organometallic Chemistry. 142 (1 ...
*  Barium manganate
... alkenes, unsaturated ketones, and tertiary amines. Barium manganate is a common substitute for MnO2. It is easier to prepare, ...
*  Transition metal fullerene complex
Thus, their complexes are a subset of metal-alkene complexes. They almost always coordinate in a dihapto fashion and prefer ... fullerenes behave similarly to electron-deficient alkenes such as tetracyanoethylene. ...
*  Vinyl cation
Z-alkene is preferred. Though the E-alkene is initially formed, it isomerizes to the Z-alkene through a carbocation ... attack to the other side forms the Z-alkene. Over short time scales, the E-alkene is favored because the attack from the less ... Cyclic alkenes also exhibit 1,2-methyl shifts upon solvolysis as well. In the solvolysis of spiro-vinyl triflate, the formation ... The vinyl cation is a carbocation with the positive charge on an alkene carbon. Its empirical formula is C2H3+. More generally ...
*  Borane-tetrahydrofuran
It adds across alkenes to give organoboron compounds that are useful intermediates. The following organoboron reagents are ...
*  Diol
The epoxides are prepared by oxidation with hydrogen peroxide of the alkene. An example in the synthesis of trans- ... More specialized routes to 1,3-diols involves the reaction between an alkene and formaldehyde, the Prins reaction. 1,3-diols ... Osmium tetroxide can similarly be used to oxidize alkenes to vicinal diols. The chemical reaction called Sharpless asymmetric ... vicinal diols are often produced from the oxidation of alkenes, usually with dilute acidic potassium permanganate. Using ...
*  Reductions with diimide
Trans alkenes react more rapidly than cis alkenes in general. The reactivity difference between alkynes and alkenes is usually ... 3) The order of reactivity of unsaturated substrates is: alkynes, allenes > terminal or strained alkenes > substituted alkenes ... 1) Diimide reductions result in the syn addition of dihydrogen to alkenes and alkynes. This observation has led to the proposal ... 5) Allenes are reduced to the more highly substituted alkene in the presence of diimide, although yields are low. (6) ...
*  Gamma-Valerolactone
The conversion of GVL to transportation fuel capable alkenes only requires a system containing two flow reactors, two phase ... it may be more efficient to convert GVL into liquid alkenes (or alkanes). The first step in this process is the ring-opening of ... the products can be oligomerized at elevated pressures in the presence of a common acid-catalyst to yield alkenes with higher ... "Integrated Catalytic Conversion of γ-Valerolactone to Liquid Alkenes for Transportation Fuels". Science. 327 (5969): 1110-1114 ...
*  Permanganate
... a terminal alkene to a carboxylic acid, oxalic acid to carbon dioxide, and an alkene to a diol. This list is not exhaustive. In ... "Carboxylic acids from the oxidation of terminal alkenes by permanganate: nonadecanoic acid". Organic Syntheses. 7: 397. CS1 ... alkene oxidations one intermediate is a cyclic Mn(V) species[citation needed]: Ammonium permanganate, NH4MnO4 Calcium ...