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Chapter 23: Q50E (page 783)

What product would you expect to obtain from aldol cyclization of hexanedial,OHCCH2CH2CH2CH2CHO

Short Answer

Expert verified

Aldol cyclization of hexanedial, OHCCH2CH2CH2CH2CHOgenerally gives five-member ring aldehydic compounds.

Step by step solution

01

Cyclization in hexanedial

In Hexanedial, cyclization is undergone through intramolecular aldol reaction in which reaction occurs within the same compound and a high member ring is formed which is strain-free and stable.

02

Intramolecular aldol reaction in Hexanedial:

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Most popular questions from this chapter

Which of the following compounds are aldol condensation products? What is the aldehyde or ketone precursor of each?

(a) 2-Hydroxy-2-methylpentanal (b) 5-Ethyl-4-methyl-4-hepten-3-one

The following reaction involves a conjugate addition reaction followed by an intramolecular Claisen condensation. Write both steps, and show their mechanisms.

What condensation products would you expect to obtain by treatment of the following substances with sodium ethoxide in ethanol?

(a)Ethyl butanoate

(b)Cycloheptanone

(c)3,7-Nonanedione

(d)3-Phenylpropanal

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Ethyl dimethyl acetoacetate reacts instantly at room temperature when treated with ethoxide ion to yield two products, ethyl acetate, and ethyl 2-methyl propanoate. Propose a mechanism for this cleavage reaction.
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