subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/eliminacion_24833.pdfch3c—cch3...
TRANSCRIPT
![Page 1: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/1.jpg)
Subs%tución vs. eliminación
![Page 2: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/2.jpg)
Reacciones de eliminación
• Cuando dos grupos en átomos adyacentes se pierden, se forma un enlace doble o triple
![Page 3: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/3.jpg)
Reacciones de eliminación
E1
E2
![Page 4: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/4.jpg)
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+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/5.jpg)
SN1/E1
![Page 6: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/6.jpg)
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Regla de Zaitsev
![Page 8: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/8.jpg)
Regla de Zaitsev
![Page 9: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/9.jpg)
Problema: mecanismo de reacción?
![Page 10: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/10.jpg)
La reacción E2
![Page 11: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/11.jpg)
![Page 12: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/12.jpg)
![Page 13: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/13.jpg)
Regioselec%vidad en la reacción E2
![Page 14: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/14.jpg)
![Page 15: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/15.jpg)
Regla de Zaitsev
![Page 16: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/16.jpg)
Reac%vidades rela%vas en una reacción E2
![Page 17: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/17.jpg)
![Page 18: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/18.jpg)
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+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/19.jpg)
![Page 20: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/20.jpg)
Resumen SN1, SN2, E1 y E2
![Page 21: Subs%tución+vs.+eliminación+depa.fquim.unam.mx/amyd/archivero/ELIMINACION_24833.pdfCH3C—CCH3 2,3-dimethyl- 2-butene More substituted product 79% CH3CHC=CH2 2,3-dimethyl- 1 -butene](https://reader033.vdocuments.site/reader033/viewer/2022060807/608c010a2f1bc7799a056992/html5/thumbnails/21.jpg)
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