The following reaction, which is discussed in Chapter 8, is an example of a unimolecular nucleophilic substitution (Sn1) reaction. It consists of the four elementary steps shown here. For each step (i-iv), (a) identify all electron-rich sites and all electron-poor sites, (b) draw in the appropriate curved arrows to show the bond formation and bond breaking that occur, and (c) name the elementary step. (i) H-OCH3 OH + H-OCH3 H. H (ii) ©CH2 + H,O (iii) ©CH2 CH3 + HO-CH3 (iv) CH3 CH3 + H2O-CH, + НО—СНЗ fo

Organic Chemistry: A Guided Inquiry
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Author:Andrei Straumanis
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Chapter19: Eas: Electrophilic Aromatic Substitution
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Problem 42E
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The following reaction, which is discussed in Chapter 8, is an example of a unimolecular nucleophilic substitution (Sn1)
reaction. It consists of the four elementary steps shown here. For each step (i-iv), (a) identify all electron-rich sites and
all electron-poor sites, (b) draw in the appropriate curved arrows to show the bond formation and bond breaking that
occur, and (c) name the elementary step.
(i)
H-OCH3
OH +
H-OCH3
H.
H
(ii)
©CH2
+ H,O
(iii)
©CH2
CH3
+ HO-CH3
(iv)
CH3
CH3
+ H2O-CH,
+ НО—СНЗ
fo
Transcribed Image Text:The following reaction, which is discussed in Chapter 8, is an example of a unimolecular nucleophilic substitution (Sn1) reaction. It consists of the four elementary steps shown here. For each step (i-iv), (a) identify all electron-rich sites and all electron-poor sites, (b) draw in the appropriate curved arrows to show the bond formation and bond breaking that occur, and (c) name the elementary step. (i) H-OCH3 OH + H-OCH3 H. H (ii) ©CH2 + H,O (iii) ©CH2 CH3 + HO-CH3 (iv) CH3 CH3 + H2O-CH, + НО—СНЗ fo
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