How to Deal with a Substrate Having Two Nucleophilic Sites - Part 1

An ambient ion has multiple nucleophilic sites; and therefore, is likely to produce multiple products!


A nucleophilic site has a negative charge or a lone pair of electrons.

Question:

Predict the product(s) of the following reaction:


Click to enlarge the image

Solution infographic:



Click to enlarge the image

The above is an SN2 (substitution nucleophilic bimolecular) reaction.


Want more about ambient ions❓ Let Chemaficionado know at mychemistryhomework@gmail.com❗

Reference:

Wikipedia Contributors. Phenolates. Wikipedia.

Popular posts from this blog

How to Predict where an Electrophilic Aromatic Substitution May Occur in a Ring – Part 3

Image
An organic reaction in which an atom attached to an aromatic system (usually hydrogen) is substituted by an electrophile is referred to as  electrophilic aromatic substitution  ( S E Ar  or  EAS ). One of the most important  EASs  is halogenation. If Bromine water is added to Aniline, a multi-substituted product ( 2,4,6 -derivative) is obtained as Aniline is a strongly activating group (the same happens to Phenol). To generate the mono-substituted product, a protection, say, an acyl group is required. Question: Predict the major product(s) of the following reaction: Click/tap to enlarge the image Solution infographic: Click/tap to enlarge the image Motivated by EAS ❓ Let Chemaficionado know  in the comments below or at mychemistryhomework@gmail.com ❗ References: (1)      Wikipedia Contributors.  Electrophilic aromatic substitution . Wikipedia. https://en.wikipedia.org/wiki/Electrophilic_aromatic_substitution. (2)    ...
Read more

How to Carry out a Multistep Synthesis – Part 4

Image
Multistep synthesis  is the artificial execution of multiple organic chemical reactions to obtain one or more products by physical and chemical manipulations. Retrosynthetic analysis is a problem-solving approach in the organic syntheses, achieved by transforming a target molecule into simpler precursor structures regardless of any potential reactivity/interaction with reagents, and repeated until a simple or commercially available structure is reached, which can be used as a starting material to synthesize the target molecule. Question: How would you do the following transformation? Click/tap here to enlarge the image Solution infographic: Click/tap here to enlarge the image Let's keep in mind that any multistep synthesis is possible via several routes ❗Questions ❓ Let Chemaficionado know in the comments below or at mychemistryhomework@gmail.com ❗ References: (1)      Wikipedia Contributors.  Chemical synthesis . Wikipedia. https://en.wikipedia.org/wiki/Chemi...
Read more

How to Predict where an Electrophilic Aromatic Substitution May Occur in a Ring – Part 8

Image
An organic reaction in which an atom attached to an aromatic system (usually hydrogen) is substituted by an electrophile is referred to as  electrophilic aromatic substitution  ( S E Ar  or  EAS ). One of the most important  EASs  is nitration . Let's keep in mind that the presence of an activating group on the ring may complicate nitration. Question: Predict the major product(s) of the following reactions: Click/tap to enlarge the image Solution infographic: Click/tap to enlarge the image Eerie EAS chemistry❓ Let Chemaficionado know in the comments below or at mychemistryhomework@gmail.com ❗ References: (1)      Wikipedia Contributors.  Electrophilic aromatic substitution . Wikipedia. https://en.wikipedia.org/wiki/Electrophilic_aromatic_substitution. (2)      Brown, C.; Ford, M.  Higher Level Chemistry , 2nd ed.; Pearson Education: Harlow, Essex, 2014. ‌(3)     Electrophilic aromatic directing gro...
Read more