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
edited 5 hours ago
orthocresol♦
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asked 6 hours ago
Jhagrut LalwaniJhagrut Lalwani
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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
edited 5 hours ago
orthocresol♦
38.7k7113235
asked 6 hours ago
Jhagrut LalwaniJhagrut Lalwani
411
New contributor
Jhagrut Lalwani is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.
$endgroup$
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
edited 5 hours ago
orthocresol♦
38.7k7113235
asked 6 hours ago
Jhagrut LalwaniJhagrut Lalwani
411
New contributor
Jhagrut Lalwani is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.
$endgroup$
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
edited 5 hours ago
orthocresol♦
38.7k7113235
asked 6 hours ago
Jhagrut LalwaniJhagrut Lalwani
411
New contributor
Jhagrut Lalwani is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.
edited 5 hours ago
orthocresol♦
38.7k7113235
asked 6 hours ago
Jhagrut LalwaniJhagrut Lalwani
411
New contributor
Jhagrut Lalwani is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.
edited 5 hours ago
orthocresol♦
38.7k7113235
edited 5 hours ago
orthocresol♦
38.7k7113235
edited 5 hours ago
orthocresol♦
38.7k7113235
38.7k7113235
asked 6 hours ago
Jhagrut LalwaniJhagrut Lalwani
411
New contributor
Jhagrut Lalwani is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.
asked 6 hours ago
Jhagrut LalwaniJhagrut Lalwani
411
asked 6 hours ago
Jhagrut LalwaniJhagrut Lalwani
411
411
New contributor
Jhagrut Lalwani is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.
New contributor
Jhagrut Lalwani is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.
Jhagrut Lalwani is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.
add a comment |
add a comment |
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.
edited 5 hours ago
orthocresol♦
38.7k7113235
answered 6 hours ago
WaylanderWaylander
6,13211123
$endgroup$
1
$begingroup$
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
4 hours ago
1
$begingroup$
Yes, coud use that or something like sodium dihydrogen phosphate.
$endgroup$
– Waylander
4 hours ago
add a comment |
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1 Answer
1
active
oldest
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1 Answer
1
active
oldest
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active
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active
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votes
$begingroup$
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.
edited 5 hours ago
orthocresol♦
38.7k7113235
answered 6 hours ago
WaylanderWaylander
6,13211123
$endgroup$
1
$begingroup$
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
4 hours ago
1
$begingroup$
Yes, coud use that or something like sodium dihydrogen phosphate.
$endgroup$
– Waylander
4 hours 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.
edited 5 hours ago
orthocresol♦
38.7k7113235
answered 6 hours ago
WaylanderWaylander
6,13211123
$endgroup$
1
$begingroup$
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
4 hours ago
1
$begingroup$
Yes, coud use that or something like sodium dihydrogen phosphate.
$endgroup$
– Waylander
4 hours 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.
edited 5 hours ago
orthocresol♦
38.7k7113235
answered 6 hours ago
WaylanderWaylander
6,13211123
$endgroup$
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 5 hours ago
orthocresol♦
38.7k7113235
answered 6 hours ago
WaylanderWaylander
6,13211123
edited 5 hours ago
orthocresol♦
38.7k7113235
edited 5 hours ago
orthocresol♦
38.7k7113235
edited 5 hours ago
orthocresol♦
38.7k7113235
38.7k7113235
answered 6 hours ago
WaylanderWaylander
6,13211123
answered 6 hours ago
WaylanderWaylander
6,13211123
answered 6 hours ago
WaylanderWaylander
6,13211123
6,13211123
1
$begingroup$
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
4 hours ago
1
$begingroup$
Yes, coud use that or something like sodium dihydrogen phosphate.
$endgroup$
– Waylander
4 hours ago
add a comment |
1
$begingroup$
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
4 hours ago
1
$begingroup$
Yes, coud use that or something like sodium dihydrogen phosphate.
$endgroup$
– Waylander
4 hours ago
1
1
$begingroup$
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
4 hours 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
4 hours ago
1
1
$begingroup$
Yes, coud use that or something like sodium dihydrogen phosphate.
$endgroup$
– Waylander
4 hours ago
$begingroup$
Yes, coud use that or something like sodium dihydrogen phosphate.
$endgroup$
– Waylander
4 hours 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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