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  • https://chem.libretexts.org/Courses/University_of_Alberta_Augustana_Campus/AUCHE_250%3A_Organic_Chemistry_I/06%3A_Substitutions/6.02%3A_Characteristics_of_the_SN2_Reaction
    If each of the three substituents were hydrogen atoms, as illustrated in the first example below, there would be little steric repulsion created in the planar portion of the transition state thereby i...If each of the three substituents were hydrogen atoms, as illustrated in the first example below, there would be little steric repulsion created in the planar portion of the transition state thereby increasing the ease at which the nucleophilic substitution reaction occurs. As Size Increases, Basicity Decreases: In general, if we move from the top of the periodic table to the bottom of the periodic table as shown in the diagram below, the size of an atom will increase.
  • https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_I_(Morsch_et_al.)/11%3A_Reactions_of_Alkyl_Halides-_Nucleophilic_Substitutions_and_Eliminations/11.03%3A_Characteristics_of_the_SN2_Reaction
    If each of the three substituents were hydrogen atoms, as illustrated in the first example below, there would be little steric repulsion created in the planar portion of the transition state thereby i...If each of the three substituents were hydrogen atoms, as illustrated in the first example below, there would be little steric repulsion created in the planar portion of the transition state thereby increasing the ease at which the nucleophilic substitution reaction occurs. As Size Increases, Basicity Decreases: In general, if we move from the top of the periodic table to the bottom of the periodic table as shown in the diagram below, the size of an atom will increase.
  • https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(Morsch_et_al.)/11%3A_Reactions_of_Alkyl_Halides-_Nucleophilic_Substitutions_and_Eliminations/11.03%3A_Characteristics_of_the_SN2_Reaction
    If each of the three substituents were hydrogen atoms, as illustrated in the first example below, there would be little steric repulsion created in the planar portion of the transition state thereby i...If each of the three substituents were hydrogen atoms, as illustrated in the first example below, there would be little steric repulsion created in the planar portion of the transition state thereby increasing the ease at which the nucleophilic substitution reaction occurs. As Size Increases, Basicity Decreases: In general, if we move from the top of the periodic table to the bottom of the periodic table as shown in the diagram below, the size of an atom will increase.
  • https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(Morsch_et_al.)/10%3A_Organohalides/10.01%3A_Names_and_Properties_of_Alkyl_Halides
    Alkyl halides are also known as haloalkanes. This page explains what they are and discusses their physical properties. alkyl halides are compounds in which one or more hydrogen atoms in an alkane have...Alkyl halides are also known as haloalkanes. This page explains what they are and discusses their physical properties. alkyl halides are compounds in which one or more hydrogen atoms in an alkane have been replaced by halogen atoms (fluorine, chlorine, bromine or iodine).
  • https://chem.libretexts.org/Courses/Alma_College/Organic_Chemistry_I_(Alma_College)/09%3A_Reactions_of_Alkyl_Halides-_Nucleophilic_Substitutions_and_Eliminations/9.04%3A_Characteristics_of_the_SN2_Reaction
    If each of the three substituents were hydrogen atoms, as illustrated in the first example below, there would be little steric repulsion created in the planar portion of the transition state thereby i...If each of the three substituents were hydrogen atoms, as illustrated in the first example below, there would be little steric repulsion created in the planar portion of the transition state thereby increasing the ease at which the nucleophilic substitution reaction occurs. As Size Increases, Basicity Decreases: In general, if we move from the top of the periodic table to the bottom of the periodic table as shown in the diagram below, the size of an atom will increase.
  • https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Supplemental_Modules_(Organic_Chemistry)/Reactions/Substitution_Reactions/SN2/Substrate
    It's time to turn our attention to how the substrate affects the reaction. Although the substrate, in the case of nucleophilic substitution of haloalkanes, is considered to be the entire molecule circ...It's time to turn our attention to how the substrate affects the reaction. Although the substrate, in the case of nucleophilic substitution of haloalkanes, is considered to be the entire molecule circled below, we will be paying particular attention to the alkyl portion of the substrate. In other words, we are most interested in the electrophilic center that bears the leaving group.
  • https://chem.libretexts.org/Courses/Alma_College/Organic_Chemistry_I_(Alma_College)/08%3A_Organohalides-_Radical_Halogenation_of_Alkanes_and_Alkenes/8.02%3A_Names_and_Properties_of_Alkyl_Halides
    The common names of alkyl halides consist of two parts: the name of the alkyl group plus the first syllable of the name of the halogen, with the ending -ide. For the IUPAC name, the prefix for Fluorin...The common names of alkyl halides consist of two parts: the name of the alkyl group plus the first syllable of the name of the halogen, with the ending -ide. For the IUPAC name, the prefix for Fluorine (Fluoro) is combined with the name for a four-carbon chain (butane), preceded by a number identifying the carbon atom to which the Br atom is attached, so the IUPAC name is 1-fluorobutane.
  • https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Supplemental_Modules_(Organic_Chemistry)/Reactions/Substitution_Reactions/SN2/Leaving_Groups
    In order to understand the nature of the leaving group, it is important to first discuss factors that help determine whether a species will be a strong base or weak base. If you remember from general ...In order to understand the nature of the leaving group, it is important to first discuss factors that help determine whether a species will be a strong base or weak base. If you remember from general chemistry, a Lewis base is defined as a species that donates a pair of electrons to form a covalent bond. The factors that will determine whether a species wants to share its electrons or not include electronegativity, size, and resonance.
  • https://chem.libretexts.org/Courses/Smith_College/CHM_223_Chemistry_III%3A_Organic_Chemistry_(2024)/02%3A_Reactions_of_Alkyl_Halides-_Nucleophilic_Substitutions_and_Eliminations/2.04%3A_Characteristics_of_the_SN2_Reaction
    If each of the three substituents were hydrogen atoms, as illustrated in the first example below, there would be little steric repulsion created in the planar portion of the transition state thereby i...If each of the three substituents were hydrogen atoms, as illustrated in the first example below, there would be little steric repulsion created in the planar portion of the transition state thereby increasing the ease at which the nucleophilic substitution reaction occurs. As Size Increases, Basicity Decreases: In general, if we move from the top of the periodic table to the bottom of the periodic table as shown in the diagram below, the size of an atom will increase.
  • https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Supplemental_Modules_(Organic_Chemistry)/Reactions/Substitution_Reactions/SN2/Nucleophile
    Now that we have determined what will make a good leaving group, we will now consider nucleophilicity. That is, the relative strength of the nucleophile. Nucleophilicity depends on many factors, inclu...Now that we have determined what will make a good leaving group, we will now consider nucleophilicity. That is, the relative strength of the nucleophile. Nucleophilicity depends on many factors, including charge, basicity, solvent, polarizability, and the nature of the substituents.
  • https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_I_(Morsch_et_al.)/10%3A_Organohalides/10.01%3A_Names_and_Properties_of_Alkyl_Halides
    Alkyl halides are also known as haloalkanes. This page explains what they are and discusses their physical properties. alkyl halides are compounds in which one or more hydrogen atoms in an alkane have...Alkyl halides are also known as haloalkanes. This page explains what they are and discusses their physical properties. alkyl halides are compounds in which one or more hydrogen atoms in an alkane have been replaced by halogen atoms (fluorine, chlorine, bromine or iodine).

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