reaction mechanism of aldehyde with tollens reagent

can someone explain how silver is released when an aldehyde reacts with tollens reagent.

Would be great to show the reaction mechanism please

Reply 1

Charlotte1303

9

Original post by Fa123123

can someone explain how silver is released when an aldehyde reacts with tollens reagent.

Would be great to show the reaction mechanism please

no mechanism needed. the solution is silver nitrate in ammonia, it is colourless. The Ag is +1 in the solution. when reacting with aldehydes it produces Ag, it is reduced. the Ag produces the silver mirror as it is pure silver

Reply 2

Kallisto

Entertainment Forum Helper

22

Original post by Fa123123

can someone explain how silver is released when an aldehyde reacts with tollens reagent.

Would be great to show the reaction mechanism please

I will send you a link to the reaction, here.

Here are some explanations:

1.) The electrons in the aldehyde migrates when a reaction with a silver-ion starts.
2.) The silver-ion attracts one of those migrated electrons in the aldehyde and reacts to silver.
3.) The C-atom in aldehyde is positive charged now. That causes a nucleophilic reaction with negative charged OH-group.
4.) An H-atom is elimated and protonized. This proton is bond to the negative charged O-atom and makes another OH-group.
5.) The C-atom of the aldehyde is negative charged now. It donates an electron to a silver-ion and gets neutralized.
6.) An H-atom on an OH-group is eliminated, gets protonized and reacts with an OH-group to a water molecule.
7.) Another electron migration in carboxylic acid causes an elimination and protonation of an H-atom in COOH-group.
8.) This protonation leads to another water molecule and finally to the carboxylic acid.

The Tollen's test for the aldehyde is finished.

(edited 2 years ago)

Reply 3

Fa123123

OP

12

Original post by Kallisto

I will send you a link to the reaction, here.

Here are some explanations:

1.) The electrons in the aldehyde migrates when a reaction with a silver-ion starts.
2.) The silver-ion attracts one of those migrated electrons in the aldehyde and reacts to silver.
3.) The C-atom in aldehyde is positive charged now. That causes a nucleophilic reaction with negative charged OH-group.
4.) An H-atom is elimated and protonized. This proton is bond to the negative charged O-atom and makes another OH-group.
5.) The C-atom of the aldehyde is negative charged now. It donates an electron to a silver-ion and gets neutralized.
6.) An H-atom on an OH-group is eliminated, gets protonized and reacts with an OH-group to a water molecule.
7.) Another electron migration in carboxylic acid causes an elimination and protonation of an H-atom in COOH-group.
8.) This protonation leads to another water molecule and finally to the carboxylic acid.

The Tollen's test for the aldehyde is finished.

thank you!, could I say these are the steps for figuring out if the organic compound is an aldehyde or would this just be mechanism