subs%tución+vs.+eliminación+ - unamdepa.fquim.unam.mx/amyd/archivero/eliminacion_22939.pdf ·...

22

Subs%tución vs. eliminación

Upload: others

Post on 10-Jul-2020

4 views

Category:

Documents

0 download

Report

Download

Embed Size (px):

TRANSCRIPT

Page 1: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Subs%tución vs. eliminación

Page 2: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Reacciones de eliminación

•  Cuando dos grupos en átomos adyacentes se pierden, se forma un enlace doble o triple

Page 3: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Reacciones de eliminación

E1

E2

Page 4: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Subs%tución vs. eliminación

•  Nucleófilos que son bases fuertes, favorecen eliminación sobre subs%tución

•  Nucleofilos (o bases) voluminosos favorecen eliminación sobre subs%tución

•  Altas temperaturas favorecen eliminación sobre subs%tucion.

Page 5: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

SN1/E1

Page 6: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Page 7: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Regla de Zaitsev

Page 8: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Regla de Zaitsev

Page 9: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Problema: mecanismo de reacción?

Page 10: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

La reacción E2

Page 11: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Page 12: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Page 13: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Regioselec%vidad en la reacción E2

Page 14: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Page 15: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Regla de Zaitsev

Page 16: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Reac%vidades rela%vas en una reacción E2

Page 17: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Page 18: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Subs%tución vs. eliminación

•  Nucleófilos que son bases fuertes, favorecen eliminación sobre subs%tución

•  Nucleofilos (o bases) voluminosos favorecen eliminación sobre subs%tución

•  Altas temperaturas favorecen eliminación sobre subs%tucion.

Page 19: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Page 20: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Resumen SN1, SN2, E1 y E2

Page 21: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Page 22: Subs%tución+vs.+eliminación+ - UNAMdepa.fquim.unam.mx/amyd/archivero/ELIMINACION_22939.pdf · CH3X Methyl RCH2X Bimolecular reactions RR'CHX only Gives mainly SN2 with weak bases

Direct observation of bimolecular reactions of ultracold ... · Direct observation of bimolecular reactions of ultracold KRb ... traced state-to-state reactions between atoms and

Fickian and Non-Fickian Diffusion with Bimolecular Reactionshome.kias.re.kr/MKG/upload/biological/talk_Berkowitz.pdf · Fickian and Non-Fickian Diffusion with Bimolecular Reactions

Unimolecular, bimolecular and intramolecular hydrolysis

Transition State Spectroscopy of Bimolecular Chemical ... · the application of transition state spectroscopy to bimolecular chemical reactions. This has proved to be a considerable

Kinetic theory of bimolecular chemical reaction, diffusive

Investigations of bimolecular photoinduced electron ... · Fig. 1. Most widely used reaction scheme of a bimolecular photoinduced electron transfer reaction in polar solvents. accepted

SECTION 1. BIMOLECULAR REACTIONS Table of Contents Tables ... · Table of Contents SECTION 1. BIMOLECULAR REACTIONS ... For bimolecular rate constants in Table 1, an estimate of the

Direct measurements of unimolecular and bimolecular reaction …28CH3%292COO... · 2019. 12. 16. · Direct measurements of unimolecular and bimolecular reaction kinetics of the Criegee

The bimolecular binding event - unipd.it · PDF fileThe bimolecular binding event • determination of the binding constant ... from realising that the physical change (ΔY, e.g.,

Bimolecular recombination in a low bandgap …discovery.ucl.ac.uk/1493455/3/Clarke_DT_051115_Guanran_formatted.… · Bimolecular recombination in a low bandgap ... factors to the

9.6 Rate Theories of elementary reaction for bimolecular

Bimolecular Fluorescence Complementation … analysis as a probe...Bimolecular Fluorescence Complementation (BiFC) Analysis as a Probe ... lular environment on protein functions are

Bimolecular Photoinduced Electron Transfer in Imidazolium ... · Bimolecular Photoinduced Electron Transfer in Imidazolium-Based Room-Temperature Ionic Liquids Is Not Faster than

DEPARTMENT OF CHEMISTRY...ADVANCED CHEMICAL KINETICS (CY-502) Chemical Kinetics: Theories of bimolecular reactions, bimolecular reactions in solution, solvent effect, effect of ionic

The bimolecular binding event

Properties and Reactions of Haloalkanes: Bimolecular Nucleophilic Substitution

Combined Bimolecular Fluorescence Complementation and Fo ... · Breakthrough Technologies Combined Bimolecular Fluorescence Complementation and Fo¨rster Resonance Energy Transfer

Bimolecular Rate Constant and Product Branching Ratio …bouwman/Bouwman_C2H_ethene_propene.pdf · the bimolecular reaction rate constants for ethene29−31 and propene30,31 reacting

Origin of Reduced Bimolecular Recombination in Blends of ...683862/FULLTEXT01.pdf · Origin of Reduced Bimolecular Recombination in Blends of Conjugated Polymers and Fullerenes D

Reacciones de sustitución nucleofílica bimolecular

Modeling Bimolecular Reactions and Transport in Porous ...bolster/Diogo_Bolster/Publications_files/50-DongRxn… · 1 Modeling Bimolecular Reactions and Transport in 2 Porous Media

Biobanking for bimolecular research - wbc-inco.netwbc-inco.net/object/event/5988/attach/Biobankingforbiomolecular...Biobanking for bimolecular research Karine Sargsyan, MD, PhD Managing

Bimolecular Crystals with an Intercalated Structure …phome.postech.ac.kr/user/pnel/publication/128. Bimolecular Crystals... · Bimolecular Crystals with an Intercalated Structure

Collision theory of bimolecular reactions • Arrhenius formula …ocw.nctu.edu.tw/upload/classbfs1210125115168571.pdf · 2017. 12. 27. · • Collision theory of bimolecular reactions

Origin of Reduced Bimolecular Recombination in Blends of - DiVA

Collision theory of bimolecular reactions • Arrhenius formula …ocw.nctu.edu.tw/course/physical_chemistry_III/PchemIII... · 2018. 1. 9. · • Collision theory of bimolecular

Angular Dependence of Strong Field Ionization of CH3X (X ...chem.wayne.edu/schlegel/Pub_folder/409.pdf · Angular Dependence of Strong Field Ionization of CH3X (X = F, Cl, Br, or

HALETOS DE ALQUILA - cesadufs.com.br · A. Substituição Nucleofílica Bimolecular (S N 2) A substituição nucleofílica bimolecular é uma reação que ocorre em uma única etapa,

Three common mechanisms for bimolecular quenching

Bimolecular recombination reactions: K-adiabatic and K ...authors.library.caltech.edu/66432/1/1.4944082.pdfa unimolecular or bimolecular process utilize either an eigenvalue method1

A Comparison of Bimolecular Reaction Models for Stochastic

Bimolecular Recombination Reactions: K-adiabatic and K ...authors.library.caltech.edu/50868/7/jp506788z_si_001.pdf · Bimolecular Recombination Reactions: K-adiabatic and K-active

Vectors for Multi-Color Bimolecular Fluorescence

Orr-Ewing, A. J. (2014). Perspective: Bimolecular … · Perspective: Bimolecular chemical reaction dynamics in liquids Andrew J. Orr-Ewing School of Chemistry, University of Bristol,

SN2: Substituição nucleofílica bimolecular