Question

Note: "CN is considered a "good, weakly basic" nucleophile f. $CH_3$ $CH_3OH$ $25^\circ C$ "Cl $CH_3$ g. Cl Br $CH_3O^-$ $25^\circ C$ h. Br $CH_3OH$ $20^\circ C$ i. Br $CH_3OH$ $25^\circ C$ j. Cl $CH_3O^-$ $25^\circ C$ OCH OCH 4

Name: note cn is considered a good weakly basic nucleophile f ch3 ch3oh 25circ c cl ch3 g cl br ch3o 25circ c h br ch3oh 20circ c i br ch3oh 25circ c j cl ch3o 25circ c och och 4 92401
Uploaded: 2020-08-07T05:20:53-08:00
Duration: 2 min 59 s
Channel: Madeline Currie
Description: note cn is considered a good weakly basic nucleophile f ch3 ch3oh 25circ c cl ch3 g cl br ch3o 25circ c h br ch3oh 20circ c i br ch3oh 25circ c j cl ch3o 25circ c och och 4 92401

          Note: "CN is considered a "good, weakly basic" nucleophile
f.
$CH_3$
$CH_3OH$
$25^\circ C$
"Cl
$CH_3$
g.
Cl
Br
$CH_3O^-$
$25^\circ C$
h.
Br
$CH_3OH$
$20^\circ C$
i.
Br
$CH_3OH$
$25^\circ C$
j.
Cl
$CH_3O^-$
$25^\circ C$
OCH
OCH
4

note cn is considered a good weakly basic nucleophile f ch3 ch3oh 25circ c cl ch3 g cl br ch3o 25circ c h br ch3oh 20circ c i br ch3oh 25circ c j cl ch3o 25circ c och och 4 92401

Added by Jill E.

Chemistry: Structure and Properties

Nivaldo Tro 2nd Edition

Instant Answer

Solved by Expert Madeline Currie

08/07/2020

Step 1

The reaction is between a chiral alkyl halide and methanol. Methanol is a weak base and a polar protic solvent. This favors an $S_N1$ reaction. The chlorine will leave, forming a carbocation. The methanol will attack the carbocation from either side, leading to a Show more…

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Note: "CN is considered a "good, weakly basic" nucleophile f. $CH_3$ $CH_3OH$ $25^\circ C$ "Cl $CH_3$ g. Cl Br $CH_3O^-$ $25^\circ C$ h. Br $CH_3OH$ $20^\circ C$ i. Br $CH_3OH$ $25^\circ C$ j. Cl $CH_3O^-$ $25^\circ C$ OCH OCH 4