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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. SN1 reaction - Wikipedia

    en.wikipedia.org/wiki/SN1_reaction

    An example of a reaction proceeding in a S N 1 fashion is the synthesis of 2,5-dichloro-2,5-dimethylhexane from the corresponding diol with concentrated hydrochloric acid: [8] As the alpha and beta substitutions increase with respect to leaving groups, the reaction is diverted from S N 2 to S N 1.

  4. Crotyl chloride - Wikipedia

    en.wikipedia.org/wiki/Crotyl_chloride

    1-Chloro-2-butene, 1-chlorobut-2-ene, 2-butenyl chloride, gamma-methylallyl chloride. Identifiers CAS Number. 591-97-9 ...

  5. Nucleophilic substitution - Wikipedia

    en.wikipedia.org/wiki/Nucleophilic_substitution

    A graph showing the relative reactivities of the different alkyl halides towards S N 1 and S N 2 reactions (also see Table 1). In 1935, Edward D. Hughes and Sir Christopher Ingold studied nucleophilic substitution reactions of alkyl halides and related compounds. They proposed that there were two main mechanisms at work, both of them competing ...

  6. Allylic rearrangement - Wikipedia

    en.wikipedia.org/wiki/Allylic_rearrangement

    In the similar substitution of 1-chloro-3-methyl-2-butene, the secondary 2-methyl-3-buten-2-ol is produced in a yield of 85%, while that for the primary 3-methyl-2-buten-1-ol is 15%. Allylic shifts occur because the transition state is an allyl intermediate. In other respects they are similar to classical nucleophilic substitution, and admit ...

  7. Substitution reaction - Wikipedia

    en.wikipedia.org/wiki/Substitution_reaction

    The two reactions are named according tho their rate law, with S N 1 having a first-order rate law, and S N 2 having a second-order. [2] S N 1 reaction mechanism occurring through two steps. The S N 1 mechanism has two steps. In the first step, the leaving group departs, forming a carbocation (C +). In the second step, the nucleophilic reagent ...

  8. Organochlorine chemistry - Wikipedia

    en.wikipedia.org/wiki/Organochlorine_chemistry

    [2] The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus. [citation needed] Chlorine adds to the multiple bonds on alkenes and alkynes as well, giving di- or tetra-chloro compounds. [citation needed]

  9. Hammett equation - Wikipedia

    en.wikipedia.org/wiki/Hammett_equation

    Scheme 2. Hydrolysis of benzoic acid esters. Reaction constants are known for many other reactions and equilibria. Here is a selection of those provided by Hammett himself (with their values in parentheses): the hydrolysis of substituted cinnamic acid ester in ethanol/water (+1.267) the ionization of substituted phenols in water (+2.008)