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- Pentane_interference abstract "Pentane interference or syn-pentane interaction is the steric hindrance that the two terminal methyl groups experience in one of the chemical conformations of n-pentane. The possible conformations are combinations of anti conformations and gauche conformations and are anti-anti, anti-gauche+, gauche+ - gauche+ and gauche+ - gauche− of which the last one is especially energetically unfavorable. In macromolecules such as polyethylene pentane interference occurs between every fifth carbon atom. This is not to be confused with the 1,3-diaxial interactions of cyclohexane derivatives (gauche interactions shared between substituents and the ring). A clear example of the syn-pentane interaction is apparent in the diaxial versus diequatorial heats of formation of cis 1,3-dialkyl cyclohexanes. Relative to the diequatorial conformer, the diaxial conformer is 2-3 kcal/mol higher in energy than the value that would be expected based on 1,3-diaxial interactions alone. Pentane interference helps explain molecular geometries in many chemical compounds, product ratios, and purported transition states. One specific type of syn-pentane interaction is known as 1,3 allylic strain or (A1,3 strain).For instance in certain aldol adducts with 2,6-disubstituted aryl groups the molecular geometry has the vicinal hydrogen atoms in an antiperiplanar configuration both in a crystal lattice (X-ray diffraction) and in solution proton (NMR coupling constants) normally reserved for the most bulky groups i.d. both arenes:The other contributing factor explaining this conformation is reduction in allylic strain by minimizing the dihedral angle between the arene double bond and the methine proton.".
- Pentane_interference thumbnail SynpentaneEffect.png?width=300.
- Pentane_interference wikiPageID "2011054".
- Pentane_interference wikiPageLength "2421".
- Pentane_interference wikiPageOutDegree "22".
- Pentane_interference wikiPageRevisionID "542659151".
- Pentane_interference wikiPageWikiLink Aldol_reaction.
- Pentane_interference wikiPageWikiLink Alkane_stereochemistry.
- Pentane_interference wikiPageWikiLink Allylic_strain.
- Pentane_interference wikiPageWikiLink Aryl.
- Pentane_interference wikiPageWikiLink Category:Stereochemistry.
- Pentane_interference wikiPageWikiLink Conformational_isomerism.
- Pentane_interference wikiPageWikiLink Crystal_structure.
- Pentane_interference wikiPageWikiLink Dihedral_angle.
- Pentane_interference wikiPageWikiLink Macromolecule.
- Pentane_interference wikiPageWikiLink Methine_group.
- Pentane_interference wikiPageWikiLink Methyl_group.
- Pentane_interference wikiPageWikiLink Molecular_geometry.
- Pentane_interference wikiPageWikiLink NMR_coupling_constant.
- Pentane_interference wikiPageWikiLink Pentane.
- Pentane_interference wikiPageWikiLink Polyethylene.
- Pentane_interference wikiPageWikiLink Solution.
- Pentane_interference wikiPageWikiLink Steric_effects.
- Pentane_interference wikiPageWikiLink Vicinal_(chemistry).
- Pentane_interference wikiPageWikiLink X-ray_crystallography.
- Pentane_interference wikiPageWikiLink File:SynpentaneEffect.png.
- Pentane_interference wikiPageWikiLinkText "''syn''-pentane strain".
- Pentane_interference wikiPageWikiLinkText "pentane interference".
- Pentane_interference wikiPageWikiLinkText "syn-pentane interactions".
- Pentane_interference wikiPageUsesTemplate Template:Reflist.
- Pentane_interference subject Category:Stereochemistry.
- Pentane_interference hypernym Hindrance.
- Pentane_interference type Disease.
- Pentane_interference comment "Pentane interference or syn-pentane interaction is the steric hindrance that the two terminal methyl groups experience in one of the chemical conformations of n-pentane. The possible conformations are combinations of anti conformations and gauche conformations and are anti-anti, anti-gauche+, gauche+ - gauche+ and gauche+ - gauche− of which the last one is especially energetically unfavorable. In macromolecules such as polyethylene pentane interference occurs between every fifth carbon atom.".
- Pentane_interference label "Pentane interference".
- Pentane_interference sameAs Q2588409.
- Pentane_interference sameAs Interferencia_de_pentano.
- Pentane_interference sameAs Interferensi_pentana.
- Pentane_interference sameAs Pentaaninterferentie.
- Pentane_interference sameAs m.06dwy9.
- Pentane_interference sameAs Q2588409.
- Pentane_interference wasDerivedFrom Pentane_interference?oldid=542659151.
- Pentane_interference depiction SynpentaneEffect.png.
- Pentane_interference isPrimaryTopicOf Pentane_interference.