Loss of an Alkyl Group Loss of an alkyl group [R-CH-0-R]H [R-a-g-H一 R-CH-Q-H +·R not observed oxonium ion or R一CH2-O千R] →R一CH2一O·++R not observed alkyl cation Copyright 2010 Pearson Prentice Hall,Inc. The C-O bond can be cleaved to produce a carbocation. Chapter 14 16
Chapter 14 16 Loss of an Alkyl Group • The C—O bond can be cleaved to produce a carbocation
MS Spectra of Diethyl Ether 31 80 CH,CHz-O-CH2CHs 59 M 74 20 10 2030405060708090100110120130140150160 m Loss of an ethyl group 厂4特 ICH3一CH20-CH2一CH,'一H-6-CH-CH3+CH,CH m止74 m245 loss of 29 a Cleavage 59 ICH]-CH2-0-CHz-CH3".-CH;-CH2-0-CH2 +.CH; m/:74 m止59 loss of 15 a Cleavage combined with loss of an ethylene molecule CH3-CH2-0=CH2 -H-0=CH2 CH:=CH2 m59 m吹31 loss of 28 Copyright2010 Pearson Prentice Hall,Inc. Chapter 14 17
Chapter 14 17 MS Spectra of Diethyl Ether