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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. PCB congener list - Wikipedia

    en.wikipedia.org/wiki/PCB_congener_list

    Congener descriptors give a shorthand notation for geometry and substituent positions. The twelve congeners that display all four of the descriptors are referred to as being "dioxin-like", referring both to their toxicity and structural features which make them similar to 2,3,7,8-tetrachlorodibenzo-p-dioxin (2378-TCDD). [1]

  5. 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]

  6. Rotamers - Wikipedia

    en.wikipedia.org/wiki/Rotamers

    The repulsion between an axial t-butyl group and hydrogen atoms in the 1,3-diaxial position is so strong that the cyclohexane ring will revert to a twisted boat conformation. The strain in cyclic structures is usually characterized by deviations from ideal bond angles ( Baeyer strain ), ideal torsional angles ( Pitzer strain ) or transannular ...

  7. Cieplak effect - Wikipedia

    en.wikipedia.org/wiki/Cieplak_Effect

    The Cieplak effect relies on the stabilizing interaction of mixing full and empty orbitals to delocalize electrons, known as hyperconjugation. [2] When the highest occupied molecular orbital of one system and the lowest unoccupied molecular orbital of another system have comparable energies and spatial overlap, the electrons can delocalize and sink into a lower energy level.

  8. Organochlorine chemistry - Wikipedia

    en.wikipedia.org/wiki/Organochlorine_chemistry

    H 2 C=CH 2 + HCl → CH 3 CH 2 Cl. In oxychlorination, hydrogen chloride instead of the more expensive chlorine is used for the same purpose: CH 2 =CH 2 + 2 HCl + 12 O 2 → ClCH 2 CH 2 Cl + H 2 O. Secondary and tertiary alcohols react with hydrogen chloride to give the corresponding chlorides.

  9. Fürst-Plattner Rule - Wikipedia

    en.wikipedia.org/wiki/Fürst-Plattner_Rule

    Examining the intermediate structure shows that the hydride preferentially added to the 3-carbon via the top face of the imine to avoid an unfavorable twist-boat intermediate. Unfortunately, this outcome required Woodward to perform several additional steps to complete the total synthesis of reserpine with the proper stereochemistry.