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Pyramidal alkene information


Pyramidal alkenes are alkenes in which the two carbon atoms making up the double bond are not coplanar with their four substituents. This deformation results from geometric constraints. Pyramidal alkenes only are of interest because much can be learned from them about the nature of chemical bonding.[1]

  1. ^ Vázquez, Santiago; Camps, Pelayo (2005). "Chemistry of pyramidalized alkenes". Tetrahedron. 61 (22): 5147–5208. doi:10.1016/j.tet.2005.03.055.

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Pyramidal alkene

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Pyramidal alkenes are alkenes in which the two carbon atoms making up the double bond are not coplanar with their four substituents. This deformation...

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Trigonal planar molecular geometry

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tetrahedral molecular geometry. One way to observe this distortion is in pyramidal alkenes. AXE method Molecular geometry VSEPR theory March, Jerry (1985). Advanced...

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Cycloalkene

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carbon’s plane. This twisting leads to pyramidalization forming a pyramidal alkene which is the second irregularity. A greater angle of twisting, usually...

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Double bond

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Double bonds occur most commonly between two carbon atoms, for example in alkenes. Many double bonds exist between two different elements: for example, in...

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Vanadyl acetylacetonate

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position, leaving the other alkene of geraniol untouched. By comparison, m-CPBA, another epoxidizing agent, reacts with both alkenes, creating the products...

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Carbocation

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a carbonium ion, because it is formally derived from protonation of an alkene (norbornene) rather than an alkane, although it is a non-classical carbocation...

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Organophosphine

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secondary phosphines (n = 2), tertiary phosphines (n = 3). All adopt pyramidal structures. Organophosphines are generally colorless, lipophilic liquids...

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Oxonium ion

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can be a leaving group in the E2 elimination reaction. The product is an alkene. Extreme acidity, heat, and dehydrating conditions are usually required...

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Fenestrane

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hand have been synthesised. These adopt a square pyramidal geometry analogous to the trigonal pyramid of tetrahedrane, with the germanium or tin atom at...

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VSEPR theory

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the outside atoms are the same. For example, the double-bond carbons in alkenes like C2H4 are AX3E0, but the bond angles are not all exactly 120°. Likewise...

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Phosphine

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immediately dangerous to life or health at 50 ppm. Phosphine has a trigonal pyramidal structure. Phosphines are compounds that include PH3 and the organophosphines...

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Metal acetylacetonates

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presence of other ligands affords mixed ligand complexes, e.g. Ru(acac)2(alkene)2. Tris(acetylacetonato)cobalt(III), Co(acac)3, is low-spin, diamagnetic...

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Sulfinic acid

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sulfur is pyramidal. Sulfinic acids RSO2H are about 1000x more acidic than the corresponding carboxylic acid RCO2H. Sulfur is pyramidal, consequently...

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Ylide

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pyramidal.[citation needed] Phosphonium ylides are used in the Wittig reaction, a method used to convert ketones and especially aldehydes to alkenes....

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Dewar benzene

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hinted at a pentagonal pyramidal structure in a related cation as had spectral data on the Hogeveen and Kwant dication. The pyramidal structure having an...

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Hexamethylbenzene

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into a pyramidal structure: Two-electron oxidation of hexamethylbenzene would be expected to result in a near-identical rearrangement to a pyramidal carbocation...

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Transition metal phosphido complexes

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ligands, phosphorus is pyramidal, as expected with a stereochemically active lone pair of electrons. The M-P bond length in the pyramidal phosphide complex...

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Amide

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system. Consequently, the three bonds of the nitrogen in amides is not pyramidal (as in the amines) but planar. This planar restriction prevents rotations...

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Carbanion

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The carbanions formed from deprotonation of alkanes (at an sp3 carbon), alkenes (at an sp2 carbon), arenes (at an sp2 carbon), and alkynes (at an sp carbon)...

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Coordination complex

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angles, e.g. the difference between square pyramidal and trigonal bipyramidal structures. Square pyramidal for five-coordination Capped octahedral or...

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Bismuthine

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decomposing to bismuth metal well below 0 °C. This compound adopts the expected pyramidal structure with H–Bi–H angles of around 90°. The term bismuthine may also...

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Triphenylphosphine

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triclinic and monoclinic modification. In both cases, the molecule adopts a pyramidal structure with propeller-like arrangement of the three phenyl groups....

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Triisopropylamine

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analysis of the crystallized solid showed that the C3N core is actually pyramidal, with the N atom lying approximately 0.28 Å off the carbons' plane (whereas...

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Silicon compounds

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semiconductors. For example, the alkali metal silicides (M+ ) 4(Si4− 4) contain pyramidal tricoordinate silicon in the Si4− 4 anion, isoelectronic with white phosphorus...

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Group 14 hydride

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hydrides are generally unstable, poisonous metal hydrides. They take on a pyramidal structure, and as such are not polar molecules like the other p-block...

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Metal salen complex

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manganese-containing salen complex catalyzes the asymmetric epoxidation of alkenes. In the hydrolytic kinetic resolution technique, a racemic mixture of epoxides...

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Methyl radical

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planar (bond angles are 120°), although the energy cost of distortion to a pyramidal geometry is small. All other electron-neutral, non-conjugated alkyl radicals...

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