What is the role of ammonium chloride in the workup of a Grignard reaction?
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In the following Grignard reaction, why is aqueous ammonium chloride used to get to the products?
organic-chemistry experimental-chemistry grignard-reagent
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$begingroup$
In the following Grignard reaction, why is aqueous ammonium chloride used to get to the products?
organic-chemistry experimental-chemistry grignard-reagent
New contributor
$endgroup$
add a comment |
$begingroup$
In the following Grignard reaction, why is aqueous ammonium chloride used to get to the products?
organic-chemistry experimental-chemistry grignard-reagent
New contributor
$endgroup$
In the following Grignard reaction, why is aqueous ammonium chloride used to get to the products?
organic-chemistry experimental-chemistry grignard-reagent
organic-chemistry experimental-chemistry grignard-reagent
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New contributor
edited 1 hour ago
orthocresol♦
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asked 1 hour ago
Jhagrut LalwaniJhagrut Lalwani
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Ammonium chloride ($ce{NH4Cl}$) is the work-up reagent that quenches the magnesium alkoxide product of the Grignard addition. It is the reagent of choice as it is a proton source without being acidic; acidic conditions could result in protonation of the tertiary alcohol product and elimination to the alkene. It also ensures that all inorganic salts of Mg will extract into the aqueous phase.
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Oh I actually never knew that! In that case, other weak acids can also be used right? For example, what about weak organic acids like ethanoic acid?
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– Tan Yong Boon
14 mins ago
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1 Answer
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$begingroup$
Ammonium chloride ($ce{NH4Cl}$) is the work-up reagent that quenches the magnesium alkoxide product of the Grignard addition. It is the reagent of choice as it is a proton source without being acidic; acidic conditions could result in protonation of the tertiary alcohol product and elimination to the alkene. It also ensures that all inorganic salts of Mg will extract into the aqueous phase.
$endgroup$
$begingroup$
Oh I actually never knew that! In that case, other weak acids can also be used right? For example, what about weak organic acids like ethanoic acid?
$endgroup$
– Tan Yong Boon
14 mins ago
add a comment |
$begingroup$
Ammonium chloride ($ce{NH4Cl}$) is the work-up reagent that quenches the magnesium alkoxide product of the Grignard addition. It is the reagent of choice as it is a proton source without being acidic; acidic conditions could result in protonation of the tertiary alcohol product and elimination to the alkene. It also ensures that all inorganic salts of Mg will extract into the aqueous phase.
$endgroup$
$begingroup$
Oh I actually never knew that! In that case, other weak acids can also be used right? For example, what about weak organic acids like ethanoic acid?
$endgroup$
– Tan Yong Boon
14 mins ago
add a comment |
$begingroup$
Ammonium chloride ($ce{NH4Cl}$) is the work-up reagent that quenches the magnesium alkoxide product of the Grignard addition. It is the reagent of choice as it is a proton source without being acidic; acidic conditions could result in protonation of the tertiary alcohol product and elimination to the alkene. It also ensures that all inorganic salts of Mg will extract into the aqueous phase.
$endgroup$
Ammonium chloride ($ce{NH4Cl}$) is the work-up reagent that quenches the magnesium alkoxide product of the Grignard addition. It is the reagent of choice as it is a proton source without being acidic; acidic conditions could result in protonation of the tertiary alcohol product and elimination to the alkene. It also ensures that all inorganic salts of Mg will extract into the aqueous phase.
edited 1 hour ago
orthocresol♦
38.7k7113235
38.7k7113235
answered 1 hour ago
WaylanderWaylander
6,06211122
6,06211122
$begingroup$
Oh I actually never knew that! In that case, other weak acids can also be used right? For example, what about weak organic acids like ethanoic acid?
$endgroup$
– Tan Yong Boon
14 mins ago
add a comment |
$begingroup$
Oh I actually never knew that! In that case, other weak acids can also be used right? For example, what about weak organic acids like ethanoic acid?
$endgroup$
– Tan Yong Boon
14 mins ago
$begingroup$
Oh I actually never knew that! In that case, other weak acids can also be used right? For example, what about weak organic acids like ethanoic acid?
$endgroup$
– Tan Yong Boon
14 mins ago
$begingroup$
Oh I actually never knew that! In that case, other weak acids can also be used right? For example, what about weak organic acids like ethanoic acid?
$endgroup$
– Tan Yong Boon
14 mins ago
add a comment |
Jhagrut Lalwani is a new contributor. Be nice, and check out our Code of Conduct.
Jhagrut Lalwani is a new contributor. Be nice, and check out our Code of Conduct.
Jhagrut Lalwani is a new contributor. Be nice, and check out our Code of Conduct.
Jhagrut Lalwani is a new contributor. Be nice, and check out our Code of Conduct.
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