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  2. SN2 reaction - Wikipedia

    en.wikipedia.org/wiki/SN2_reaction

    For example, OH − is a better nucleophile than water, and I − is a better nucleophile than Br − (in polar protic solvents). In a polar aprotic solvent, nucleophilicity increases up a column of the periodic table as there is no hydrogen bonding between the solvent and nucleophile; in this case nucleophilicity mirrors basicity.

  3. Polar aprotic solvent - Wikipedia

    en.wikipedia.org/wiki/Polar_aprotic_solvent

    A polar aprotic solvent is a solvent that lacks an acidic proton and is polar. Such solvents lack hydroxyl and amine groups. In contrast to protic solvents, these solvents do not serve as proton donors in hydrogen bonding, although they can be proton acceptors. Many solvents, including chlorocarbons and hydrocarbons, are classifiable as aprotic ...

  4. Solvent effects - Wikipedia

    en.wikipedia.org/wiki/Solvent_effects

    This arises from the fact that polar solvents stabilize the formation of the carbocation intermediate to a greater extent than the non-polar-solvent conditions. This is apparent in the ΔE a, ΔΔG ‡ activation. On the right is an S N 2 reaction coordinate diagram. Note the decreased ΔG ‡ activation for the non-polar-solvent reaction ...

  5. Nucleophilic substitution - Wikipedia

    en.wikipedia.org/wiki/Nucleophilic_substitution

    The rate equation for this reaction would be Rate=k[Sub][Nuc]. For a S N 2 reaction, an aprotic solvent is best, such as acetone, DMF, or DMSO. Aprotic solvents do not add protons (H + ions) into solution; if protons were present in S N 2 reactions, they would react with

  6. Solvent - Wikipedia

    en.wikipedia.org/wiki/Solvent

    In chemical reactions the use of polar protic solvents favors the S N 1 reaction mechanism, while polar aprotic solvents favor the S N 2 reaction mechanism. These polar solvents are capable of forming hydrogen bonds with water to dissolve in water whereas non-polar solvents are not capable of strong hydrogen bonds.

  7. Inorganic nonaqueous solvent - Wikipedia

    en.wikipedia.org/wiki/Inorganic_nonaqueous_solvent

    An inorganic nonaqueous solvent is a solvent other than water, that is not an organic compound. These solvents are used in chemical research and industry for reactions that cannot occur in aqueous solutions or require a special environment. Inorganic nonaqueous solvents can be classified into two groups, protic solvents and aprotic solvents.

  8. 1,3-Dimethyl-2-imidazolidinone - Wikipedia

    en.wikipedia.org/wiki/1,3-Dimethyl-2-imidazolidinone

    1,3-Dimethyl-2-imidazolidinone (DMI) is a cyclic urea used as a high-boiling polar aprotic solvent. [2] This colourless, highly polar solvent has high thermal and chemical stability. Together with homologous solvent DMPU, since the 1970s it serves as an analog of tetramethylurea.

  9. Tetraethylene glycol dimethyl ether - Wikipedia

    en.wikipedia.org/wiki/Tetraethylene_glycol_di...

    Tetraethylene glycol dimethyl ether (TEGDME or tetraglyme) is a polar aprotic solvent with excellent chemical and thermal stability.Its high boiling point and stability makes it an ideal candidate for separation processes and high temperature reactions.