3.Propose a reasonable mechanism for the reaction. Remember to: 1) Draw out theLewis structure 2) Use arrows to indicate electron flow, clearly identifying the bond makingand bond breaking steps. 3) Propose reasonable intermediates for the reaction conditions.Hint: One of the intermediates is a "dienol" which leads to an interesting tautomerization.For practice include the tautomerization in your mechanism. (Ph= phenyl = C6Hs)Ph4.a.b.C.d.OH+ H₂OH,CO.f.Phcat. H₂SO4For the reactions below, choose an appropriate reagent for the transformation.HOHICO.ReagentOHSHOReagent+ CO₂ReagentReagentReagentHPhReagent-Ph

4) a) mCPBA ( C7H5ClO3 ) b) H2/pd/BaSO4 c) KMnO4 d) O3 , Zn/H2O

Answered: 4. a. b. C. d. For the reactions below,…

4. a. b. C. d. For the reactions below, choose an appropriate reagent for the transformation. OH H3CO- f. ? ? CI HI... 4 HO HICO- Reagent mill OH HO Reagent + CO₂ Reagent Reagent Reagent H Reagent

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter20: Acidity And Pka Of Phenols

Section: Chapter Questions

Problem 11E

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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.
Propose a reasonable mechanism for the reaction. Remember to: 1) Draw out the
Lewis structure 2) Use arrows to indicate electron flow, clearly identifying the bond making
and bond breaking steps. 3) Propose reasonable intermediates for the reaction conditions.
Hint: One of the intermediates is a "dienol" which leads to an interesting tautomerization.
For practice include the tautomerization in your mechanism. (Ph= phenyl = C6Hs)
Ph
4.
a.
b.
C.
d.
OH
+ H₂O
H,CO.
f.
Ph
cat. H₂SO4
For the reactions below, choose an appropriate reagent for the transformation.
HO
HICO.
Reagent
OH
S
HO
Reagent
+ CO₂
Reagent
Reagent
Reagent
H
Ph
Reagent
-Ph

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