1. Propose a mechanism for the following transformation:COOHRR2. Propose a mechanism that will account for the product of the Stobbe condensation:COOCH+(UHCO CHÍNH(2) H,O, acetate bufferH₂CH₂CNaOCHCH₂CH₂C-CCOOCH.10-132+ C₂H₂OHCOOCH6. Explain the relative rates of acid-catalyzed hydrolysis observed for compounds 1 and 2.JoO-Ar

When there is a carbonyl group beta to the carboxylic acid, then such a compound can undergo…

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1. Propose a mechanism for the following transformation: R COOH (THEO CHÍNH (2) 1,0, acetate buffer K CH₂

Chemistry

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Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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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

1. Propose a mechanism for the following transformation:
COOH
R
R
2. Propose a mechanism that will account for the product of the Stobbe condensation:
COOCH
+
(UHCO CHÍNH
(2) H,O, acetate buffer
H₂C
H₂C
NaOCH
CH₂
CH₂C-C
COOCH.
10-13
2
+ C₂H₂OH
COOCH
6. Explain the relative rates of acid-catalyzed hydrolysis observed for compounds 1 and 2.
Jo
O-Ar

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Step 1: Carboxylic acids and carbonyl compounds.

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Step 2: Analyzing the reaction

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Step 3: Mechanism of the reaction-Decarboxylation to form enol

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Step 4: Mechanism of the reaction-Tautomerization of enol to carbonyl.

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Step 5: Mechanism of the reaction- Formation of enolate

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Step 6: Mechanism of the reaction-Reaction between enolate and HCHO.

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Step 7: Mechanism of the reaction-Dehydration of alcohol to form alkene.

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