Exam 3 Study Sheet

Vwhuhrlvrphulf surgxfwv 7kh uhdfwlrq ri eurprrfwdqh

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview:  7KH 61 0HFKDQLVP RI 1XFOHRSKLOLF 6XEVWLWXWLRQ FRQW 6WHUHRFKHPLVWU\ 1XFOHRSKLOLF VXEVWLWXWLRQV WKDW H[KLELW VHFRQGRUGHU NLQHWLF EHKDYLRU DUH VWHUHRVSHFLILF DQG SURFHHG ZLWK LQYHUVLRQ RI FRQILJXUDWLRQ +2 ±  &+%U &+2+ $ QXFOHRSKLOH DWWDFNV FDUERQ IURP VLGH RSSRVLWH ERQG WR WKH OHDYLQJ JURXS  %U ± 7KH WKUHHGLPHQVLRQDO DUUDQJHPHQW RI ERQGV LQ SURGXFW LV RSSRVLWH WR WKDW RI UHDFWDQW FRQWLQXH«  7KH 61 0HFKDQLVP RI 1XFOHRSKLOLF 6XEVWLWXWLRQ FRQW 6WHUHRVSHFLILF 5HDFWLRQ $ VWHUHRVSHFLILF UHDFWLRQ LV RQH LQ ZKLFK VWHUHRLVRPHULF VWDUWLQJ PDWHULDOV JLYH VWHUHRLVRPHULF SURGXFWV 7KH UHDFWLRQ RI EURPRRFWDQH ZLWK 1D2+ LQ HWKDQRO ZDWHU LV VWHUHRVSHFLILF  %URPRRFWDQH → ± 2FWDQRO ± %URPRRFWDQH →  2FWDQRO FRQWLQXH«  7KH 61 0HFKDQLVP RI 1XFOHRSKLOLF 6XEVWLWXWLRQ FRQW 6WHUHRVSHFLILF 5HDFWLRQ FRQW  &+ &+  + + &+ &+ 1D2+ & %U &+ 6   %URPRRFWDQH +2 & &+ 5  ± 2FWDQRO FRQWLQXH«  7KH 61 0HFKDQLVP RI 1XFOHRSKLOLF 6XEVWLWXWLRQ FRQW )LVFKHU SURMHFWLRQV 7KH )LVFKHU SURMHFWLRQ VKRZV ± RFWDQRO IRUPHG E\ QXFOHRSKLOLF VXEVWLWXWLRQ ZLWK LQYHUVLRQ RI FRQILJXUDWLRQ &+ + &+ %U &+ &+ &+ +2 + &+ &+ &+ FRQWLQXH«  6WHULF (IIHFWV LQ 61 5HDFWLRQV &URZGLQJ DW WKH 5HDFWLRQ 6LWH 7KH UDWH RI QXFOHRSKLOLF VXEVWLWXWLRQ E\ WKH 6 1 PHFKDQLVP LV JRYHUQHG E\ VWHULF HIIHFWV &URZGLQJ DW WKH FDUERQ WKDW EHDUV WKH OHDYLQJ JURXS VORZV WKH UDWH RI ELPROHFXODU QXFOHRSKLOLF VXEVWLWXWLRQ FRQWLQXH«  Steric Effects in SN2 Reactions (cont) Reactivity toward substitution by the SN2 mechanism: RBr Alkyl Bromide + LiI RI Class + LiBr Relative Rate CH3Br Methyl 221,000 CH3CH2Br Primary 1,350 (CH3)2CHBr Secondary 1 (CH3)3CBr Tertiary too small to measure continue….. 8 1XFOHRSKLOHV DQG 1XFOHRSKLOLFLW\ FRQW 7\SLFDO VROYHQWV LQ VROYRO\VLV 6ROYHQW 3URGXFW IURP 5; :DWHU +2+ 0HWKDQRO &+2+ (WKDQRO &+&+2+ 52+ 52&+ 52&+&+ 2 )RUPLF DFLG +&2+ 2 52&+ FRQWLQXH« 2 $FHWLF DFLG &+&2+ 2 52&&+  1XFOHRSKLOHV DQG 1XFOHRSKLOLFLW\ FRQW 7KH PDMRU IDFWRUV WKDW FRQWURO QXFOHRSKLOLFLW\ %DVLFLW\ 6ROYDWLRQ 6PDOO QHJDWLYH LRQV DUH KLJKO\ VROYDWHG LQ SURWLF VRO...
View Full Document

This document was uploaded on 02/18/2014.

Ask a homework question - tutors are online