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  2. Anti-periplanar - Wikipedia

    en.wikipedia.org/wiki/Anti-periplanar

    Figure 5 shows 2-chloro-2,3-dimethylbutane in a sawhorse projection with chlorine and a hydrogen anti-periplanar to each other. Syn-periplanar or synperiplanar is similar to anti-periplanar. In the syn-periplanar conformer, the A and D are on the same side of the plane of the bond, with the dihedral angle of A−B and C−D between +30° and ...

  3. 2-Chlorobutane - Wikipedia

    en.wikipedia.org/wiki/2-Chlorobutane

    This is because 2-chlorobutane possesses two different sets of β-hydrogens at the first and third carbons respectively, resulting in 1-butene or 2-butene. It is important to note that as a secondary alkyl halide, both E2 and Sn2 reactions are equally likely when reacting with a substance that can act as both a base and a nucleophile.

  4. Gauche effect - Wikipedia

    en.wikipedia.org/wiki/Gauche_effect

    The gauche effect is very sensitive to solvent effects, due to the large difference in polarity between the two conformers.For example, 2,3-dinitro-2,3-dimethylbutane, which in the solid state exists only in the gauche conformation, prefers the gauche conformer in benzene solution by a ratio of 79:21, but in carbon tetrachloride, it prefers the anti conformer by a ratio of 58:42. [9]

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  6. Elimination reaction - Wikipedia

    en.wikipedia.org/wiki/Elimination_reaction

    A secondary deuterium isotope effect of slightly larger than 1 (commonly 1 - 1.5) is observed. There is no antiperiplanar requirement. An example is the pyrolysis of a certain sulfonate ester of menthol: E1 elimination Nash 2008, antiperiplanar relationship in blue Only reaction product A results from antiperiplanar

  7. Stereoelectronic effect - Wikipedia

    en.wikipedia.org/wiki/Stereoelectronic_effect

    One structural consequence of acyclic systems due to the stereoelectronic effect is the gauche effect. [8] In 1,2-difluoroethane, despite the steric clash, the preferred conformation is the gauche one because σ(C–H) is a good donor and σ*(C–F) is a good acceptor and the stereoelectronic effect (σ(C–H) → σ*(C–F)) requires the ...

  8. Rotamer - Wikipedia

    en.wikipedia.org/wiki/Rotamer

    The left hand side is the proportion of conformer i in an equilibrating mixture of M conformers in thermodynamic equilibrium. On the right side, E k (k = 1, 2, ..., M) is the energy of conformer k, R is the molar ideal gas constant (approximately equal to 8.314 J/(mol·K) or 1.987 cal/(mol·K)), and T is the absolute temperature. The ...

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