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- https://chem.libretexts.org/Courses/Alma_College/Organic_Chemistry_I_(Alma_College)/10%3A_Alkenes-_Structure_and_Reactivity/10.11%3A_Evidence_for_the_Mechanism_of_Electrophilic_Additions_-_Carbocation_RearrangementsWhenever possible, carbocations will rearrange from a less stable isomer to a more stable isomer. This rearrangement can be achieved by either a hydride shift, where a hydrogen atom migrates from one ...Whenever possible, carbocations will rearrange from a less stable isomer to a more stable isomer. This rearrangement can be achieved by either a hydride shift, where a hydrogen atom migrates from one carbon atom to the next, taking a pair of electrons with it; or an alkyl shift, in which an alkyl group undergoes a similar migration, again taking a bonding pair of electrons with it. These migrations usually occur between neighboring carbon atoms.
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(Morsch_et_al.)/07%3A_Alkenes-_Structure_and_Reactivity/7.12%3A_Evidence_for_the_Mechanism_of_Electrophilic_Additions_-_Carbocation_RearrangementsWhenever possible, carbocations will rearrange from a less stable isomer to a more stable isomer. This rearrangement can be achieved by either a hydride shift, where a hydrogen atom migrates from one ...Whenever possible, carbocations will rearrange from a less stable isomer to a more stable isomer. This rearrangement can be achieved by either a hydride shift, where a hydrogen atom migrates from one carbon atom to the next, taking a pair of electrons with it; or an alkyl shift, in which an alkyl group undergoes a similar migration, again taking a bonding pair of electrons with it. These migrations usually occur between neighboring carbon atoms.
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Supplemental_Modules_(Organic_Chemistry)/Reactions/Elimination_Reactions/E1_Reactions/Carbocation_RearrangementsBefore the Cl atom attacks, the hydrogen atom attached to the Carbon atom directly adjacent to the original Carbon (preferably the more stable Carbon), Carbon #2, can undergo hydride shift. After prot...Before the Cl atom attacks, the hydrogen atom attached to the Carbon atom directly adjacent to the original Carbon (preferably the more stable Carbon), Carbon #2, can undergo hydride shift. After protonating the alcohol substrate to form the alkyloxonium ion, the water must leave at the same time as the alkyl group shifts from the adjacent carbon to skip the formation of the unstable primary carbocation.
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Synthesis_(Shea)/01%3A_Pericyclic_Reactions/1.04%3A_Sigmatropic_RearrangementsThis chapter highlights synthetically useful sigmatropic rearrangements including hydride shifts, the Cope rearrangement, the Claisen rearrangement, and the Wittig rearrangement.
- https://chem.libretexts.org/Courses/Smith_College/Organic_Chemistry_(LibreTexts)/07%3A_Alkenes-_Structure_and_Reactivity/7.13%3A_Evidence_for_the_Mechanism_of_Electrophilic_Additions_-_Carbocation_RearrangementsWhenever possible, carbocations will rearrange from a less stable isomer to a more stable isomer. This rearrangement can be achieved by either a hydride shift, where a hydrogen atom migrates from one ...Whenever possible, carbocations will rearrange from a less stable isomer to a more stable isomer. This rearrangement can be achieved by either a hydride shift, where a hydrogen atom migrates from one carbon atom to the next, taking a pair of electrons with it; or an alkyl shift, in which an alkyl group undergoes a similar migration, again taking a bonding pair of electrons with it. These migrations usually occur between neighboring carbon atoms.
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(OpenStax)/07%3A_Alkenes-_Structure_and_Reactivity/7.11%3A_Evidence_for_the_Mechanism_of_Electrophilic_Additions_-_Carbocation_RearrangementsWhenever possible, carbocations will rearrange from a less stable isomer to a more stable isomer. This rearrangement can be achieved by either a hydride shift, where a hydrogen atom migrates from one ...Whenever possible, carbocations will rearrange from a less stable isomer to a more stable isomer. This rearrangement can be achieved by either a hydride shift, where a hydrogen atom migrates from one carbon atom to the next, taking a pair of electrons with it; or an alkyl shift, in which an alkyl group undergoes a similar migration, again taking a bonding pair of electrons with it. These migrations usually occur between neighboring carbon atoms.
- https://chem.libretexts.org/Courses/can/CHEM_231%3A_Organic_Chemistry_I_Textbook/07%3A_Alkenes-_Structure_and_Reactivity/7.11%3A_Evidence_for_the_Mechanism_of_Electrophilic_Additions_-_Carbocation_RearrangementsWhenever possible, carbocations will rearrange from a less stable isomer to a more stable isomer. This rearrangement can be achieved by either a hydride shift, where a hydrogen atom migrates from one ...Whenever possible, carbocations will rearrange from a less stable isomer to a more stable isomer. This rearrangement can be achieved by either a hydride shift, where a hydrogen atom migrates from one carbon atom to the next, taking a pair of electrons with it; or an alkyl shift, in which an alkyl group undergoes a similar migration, again taking a bonding pair of electrons with it. These migrations usually occur between neighboring carbon atoms.
- https://chem.libretexts.org/Workbench/LCDS_Organic_Chemistry_OER_Textbook_-_Todd_Trout/07%3A_Alkenes-_Structure_and_Reactivity/7.12%3A_Evidence_for_the_Mechanism_of_Electrophilic_Additions_-_Carbocation_RearrangementsWhenever possible, carbocations will rearrange from a less stable isomer to a more stable isomer. This rearrangement can be achieved by either a hydride shift, where a hydrogen atom migrates from one ...Whenever possible, carbocations will rearrange from a less stable isomer to a more stable isomer. This rearrangement can be achieved by either a hydride shift, where a hydrogen atom migrates from one carbon atom to the next, taking a pair of electrons with it; or an alkyl shift, in which an alkyl group undergoes a similar migration, again taking a bonding pair of electrons with it. These migrations usually occur between neighboring carbon atoms.
- https://chem.libretexts.org/Workbench/Community_College_of_Baltimore_County_Organic_Chemistry_1/08%3A_Alkenes-_Structure_and_Reactivity/8.15%3A_Evidence_for_the_Mechanism_of_Electrophilic_Additions_-_Carbocation_RearrangementsWhenever possible, carbocations will rearrange from a less stable isomer to a more stable isomer. This rearrangement can be achieved by either a hydride shift, where a hydrogen atom migrates from one ...Whenever possible, carbocations will rearrange from a less stable isomer to a more stable isomer. This rearrangement can be achieved by either a hydride shift, where a hydrogen atom migrates from one carbon atom to the next, taking a pair of electrons with it; or an alkyl shift, in which an alkyl group undergoes a similar migration, again taking a bonding pair of electrons with it. These migrations usually occur between neighboring carbon atoms.
- https://chem.libretexts.org/Ancillary_Materials/Worksheets/Worksheets%3A_Inorganic_Chemistry/Worksheets%3A_Structure_and_Reactivity_in_Organic_Biological_and_Inorganic_Chemistry/251_Workbook/12%3A_Intro_to_Substitutions_and_EliminationsDraw the cartoon of the overlap of the HOMO (non-bonding oxygen) of the methoxide with the LUMO cation on the picture above. Kinetic isotope effect (KIE) is the ratio of rate constants for a reaction ...Draw the cartoon of the overlap of the HOMO (non-bonding oxygen) of the methoxide with the LUMO cation on the picture above. Kinetic isotope effect (KIE) is the ratio of rate constants for a reaction run with a light (k L ) isotope in the and the rate constant for the same reaction with a heavy (k H ) isotope:
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_I_(Morsch_et_al.)/07%3A_Alkenes_-_Structure_and_Reactivity/7.12%3A_Evidence_for_the_Mechanism_of_Electrophilic_Additions_-_Carbocation_RearrangementsWhenever possible, carbocations will rearrange from a less stable isomer to a more stable isomer. This rearrangement can be achieved by either a hydride shift, where a hydrogen atom migrates from one ...Whenever possible, carbocations will rearrange from a less stable isomer to a more stable isomer. This rearrangement can be achieved by either a hydride shift, where a hydrogen atom migrates from one carbon atom to the next, taking a pair of electrons with it; or an alkyl shift, in which an alkyl group undergoes a similar migration, again taking a bonding pair of electrons with it. These migrations usually occur between neighboring carbon atoms.