H3C- OH H ACO H 00 XIII Dess-Martin periodinane provides a means to oxidize a primary alcohol to an aldehyde, while avoiding the use of toxic Cr(VI) compounds. The mechanism involves a reaction similar to the E2 elimination, whereby a C-O double bond is formed with a reduced iodine compound as the leaving group. The reaction occurs in a nonaqueous solvent, CH₂Cl₂, so that the aldehyde product can be recovered. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions Aco Ac 1-OAC & CH3 H -OAc H коян H3C H COAC ACO CH3 -H OAc Асӧн

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
Section11.SE: Something Extra
Problem 80AP: Amines are converted into alkenes by a two-step process called Hofmann elimination. SN2 reaction of...
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OH
of H
H
H3C-
Dess-Martin periodinane provides a means to oxidize a primary alcohol to an aldehyde, while avoiding the use of toxic Cr(VI) compounds. The mechanism involves a reaction similar to the E2
elimination, whereby a C=O double bond is formed with a reduced iodine compound as the leaving group. The reaction occurs in a nonaqueous solvent, CH₂Cl₂, so that the aldehyde product can be
recovered.
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Arrow-pushing Instructions
AOC XT
OAc
AcO
-OAc
& A
H3C
H
H
AcO
CH3
H
-OACH
OAC
ACO
CH3
-OAc
H
Асӧн
ета
Transcribed Image Text:OH of H H H3C- Dess-Martin periodinane provides a means to oxidize a primary alcohol to an aldehyde, while avoiding the use of toxic Cr(VI) compounds. The mechanism involves a reaction similar to the E2 elimination, whereby a C=O double bond is formed with a reduced iodine compound as the leaving group. The reaction occurs in a nonaqueous solvent, CH₂Cl₂, so that the aldehyde product can be recovered. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions AOC XT OAc AcO -OAc & A H3C H H AcO CH3 H -OACH OAC ACO CH3 -OAc H Асӧн ета
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