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  2. Electrophilic aromatic directing groups - Wikipedia

    en.wikipedia.org/wiki/Electrophilic_aromatic...

    The methyl group in toluene is small and will lead the ortho product being the major product. On the other hand, the t-butyl group is very bulky (there are 3 methyl groups attached to a single carbon) and will lead the para product as the major one. Even with toluene, the product is not 2:1 but having a slightly less ortho product.

  3. Arene substitution pattern - Wikipedia

    en.wikipedia.org/wiki/Arene_substitution_pattern

    Fractional crystallisation can be used to obtain pure para product, relying on the principle that it is less soluble than the ortho and thus will crystallise first. Care must be taken to avoid cocrystallisation of the ortho isomer. [2] Many nitro compounds' ortho and para isomers have quite different boiling points. These isomers can often be ...

  4. Markovnikov's rule - Wikipedia

    en.wikipedia.org/wiki/Markovnikov's_rule

    The major product of the addition reaction will be the one formed from the more stable intermediate. Therefore, the major product of the addition of HX (where X is some atom more electronegative than H) to an alkene has the hydrogen atom in the less substituted position and X in the more substituted position.

  5. Zaytsev's rule - Wikipedia

    en.wikipedia.org/wiki/Zaytsev's_rule

    For example, when 2-iodobutane is treated with alcoholic potassium hydroxide (KOH), but-2-ene is the major product and but-1-ene is the minor product. [1] More generally, Zaytsev's rule predicts that in an elimination reaction the most substituted product will be the most stable, and therefore the most favored.

  6. Substitution reaction - Wikipedia

    en.wikipedia.org/wiki/Substitution_reaction

    Substitution reactions in organic chemistry are classified either as electrophilic or nucleophilic depending upon the reagent involved, whether a reactive intermediate involved in the reaction is a carbocation, a carbanion or a free radical, and whether the substrate is aliphatic or aromatic. Detailed understanding of a reaction type helps to ...

  7. Syn and anti addition - Wikipedia

    en.wikipedia.org/wiki/Syn_and_anti_addition

    The concepts of syn and anti addition are used to characterize the different reactions of organic chemistry by reflecting the stereochemistry of the products in a reaction. The type of addition that occurs depends on multiple different factors of a reaction, and is defined by the final orientation of the substituents on the parent molecule.

  8. Fries rearrangement - Wikipedia

    en.wikipedia.org/wiki/Fries_rearrangement

    In addition to the ordinary thermal phenyl ester reaction a photochemical variant is possible. The photo-Fries rearrangement can likewise give [1,3] and [1,5] products, [7] [8] which involves a radical reaction mechanism. This reaction is also possible with deactivating substituents on the aromatic group. Because the yields are low this ...

  9. Ortho effect - Wikipedia

    en.wikipedia.org/wiki/Ortho_effect

    Ortho effect is an organic chemistry phenomenon where the presence of a chemical group at the at ortho position or the 1 and 2 position of a phenyl ring, relative to the carboxylic compound changes the chemical properties of the compound.