3. Show the mechanism for the acid catalyzed addition of H2O to the following ketone.OHH20CH3H*4. The scheme below shows the reaction of a ketone, 2-propanone with methanol.OH:0 :||CH,-C-CH3: ОН+ HCH,c-CH3CH;-C-CH3Nstep 1step 2step 3PCH,OHCH3CH,OHstep 4+ HOCH3CH,-C-CH3H- H,0C-CH3ÓCH,SCH;step 7step 6step 5OCH3i) Write the missing structures (N, O, Q and R) in the above reaction scheme.ii) Name the class of compounds P and S belong to?iii) This is an acid catalyzed reaction. What does this statement mean?iv) Draw the arrow diagram in step 6 to show how intermediate R is formed? Write theequation for this step ONLY.v) Steps 3 and 7 involve loss of a proton from the intermediate ions. Why is this stepnecessary?

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Answered: 3. Show the mechanism for the acid…

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3. Show the mechanism for the acid catalyzed addition of H2O to the following ketone. OH H20 CH3 H*

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution

Section16.SE: Something Extra

Problem 30MP: The carbocation electrophile in a Friede1-Crafts reaction can be generated by an alternate means...

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Concept explainers

Aromatic Compounds

Aromatic organic compound or aromatic system is an important class of hydrocarbons under the branch of organic chemistry. Aromatic compounds are also called arenas. The definition of aromatic organic compounds can be stated as a class of organic compounds with a planar cyclic ring of atoms bonded through alternated single and double bonds. Due to these alternating bonds, a peculiar feature termed as ‘resonance’, that is, delocalization of pi electrons or the electrons is shared within the atoms of the ring which are present in the aromatic compounds. The word ‘aromatic’ includes a Greek word ‘aroma’ which means smell, indicating that they were named as such due to the sweet odor they produce. Many well-known flavors such as vanilla, cinnamon, and few scents from flowers are extracted from aromatic compounds. Benzene with chemical formula C6H6 is a very common aromatic compound that contains six atoms of carbon held in the cyclic ring of alternate double bonds. It is also to be noted that not all aromatic compounds contain benzene ring. This can be explained by Huckel’s rule.

Question

3. Show the mechanism for the acid catalyzed addition of H2O to the following ketone.
OH
H20
CH3
H*
4. The scheme below shows the reaction of a ketone, 2-propanone with methanol.
OH
:0 :
||
CH,-C-CH3
: ОН
+ H
CH,
c-CH3
CH;-C-CH3
N
step 1
step 2
step 3
P
CH,OH
CH3
CH,OH
step 4
+ H
OCH3
CH,-C-CH3
H
- H,0
C-CH3
ÓCH,
S
CH;
step 7
step 6
step 5
OCH3
i) Write the missing structures (N, O, Q and R) in the above reaction scheme.
ii) Name the class of compounds P and S belong to?
iii) This is an acid catalyzed reaction. What does this statement mean?
iv) Draw the arrow diagram in step 6 to show how intermediate R is formed? Write the
equation for this step ONLY.
v) Steps 3 and 7 involve loss of a proton from the intermediate ions. Why is this step
necessary?

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