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  2. 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.

  3. 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 ...

  4. Rotamer - Wikipedia

    en.wikipedia.org/wiki/Rotamers

    A: antiperiplanar, anti or trans. B: synclinal or gauche. C: anticlinal or eclipsed. D: synperiplanar or cis. [2] Rotating their carbon–carbon bonds, the molecules ethane and propane have three local energy minima. They are structurally and energetically equivalent, and are called the staggered conformers.

  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. 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. Baeyer–Villiger oxidation - Wikipedia

    en.wikipedia.org/wiki/Baeyer–Villiger_oxidation

    Through a concerted mechanism, one of the substituents on the ketone group migrates to the oxygen of the peroxide group while a carboxylic acid leaves. [1] This migration step is thought to be the rate determining step. [2] [3] Finally, deprotonation of the oxocarbenium ion produces the ester. [1] Reaction mechanism of the Baeyer-Villiger ...

  8. List of carboxylic acids - Wikipedia

    en.wikipedia.org/wiki/List_of_carboxylic_acids

    hexane-1,6-dioic acid: HOOC(CH 2) 4 COOH 2,3-dimethylbutanoic acid CH 3 (CHCH 3) 2 COOH 3,3-dimethylbutanoic acid CH 3 C(CH 3) 2 CH 2 COOH 2-hydroxypropane-1,2,3-tricarboxylic acid: citric acid 3-carboxy-3-hydroxypentanedioic acid 2-hydroxy-1,2,3-propanetricarboxylic acid: HOC(COOH)((CH 2)COOH) 2: prop-1-ene-1,2,3-tricarboxylic acid: aconitic ...

  9. 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.