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Chapter 19: Q55E (page 648)

Draw and name the seven aldehydes and ketones with the formula C5H10O . Which are chiral?

Short Answer

Expert verified

The seven aldehydes and ketones with C5H10Oformula are,

The only chiral compound is 2-methylbutanal.

Step by step solution

01

Step-by-Step SolutionStep 1: Chiral compounds 

Chiral compounds are those in which carbon atoms contain four different groups and have no plane of symmetry.They are non-superimposable and are absent in ketone containing carbon because the carbon issp2 .

02

Aldehydes and ketones with the formula C5H10O

The four aldehyde compounds with C5H10Oformula are pentanal, 2-Methylbutanal, 3-Methylbutanal and 2,2-Dimethylpropanal.

Aldehyde compounds with C5H10O

The three ketone compounds with formula C5H10Oare 2-Pentanone, 3-Pentanone and 3-Methyl-2-butanone.

Ketone compounds with C5H10O

Only 2-Methylbutanal is a chiral compound among the seven compounds because the second carbon has four different groups attached.

Chiral compound

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Most popular questions from this chapter

In light of your answer to Problem 19-46, propose a mechanism for the formation of 3, 5-dimethylisoxazole from hydroxylamine and 2,4-pentanedione

Predict the product(s) and provide the mechanism for each reactionbelow. What does each mechanism have in common?

The Meerwein–Ponndorf–Verley reaction involves the reduction of a ketone by treatment with an excess of aluminum triisopropoxide,[(CH3)2CHO]3Al.The mechanism of the process is closely related to the Cannizzaro reaction in that a hydride ion acts as a leaving group. Propose a mechanism.

Propose structures for ketones or aldehydes that have the following 1H NMR spectra:

(a) C9H10O2

IR: 1695 cm-1

(b) C4H6O

IR: 1690 cm-1

How would you prepare pentanal from the following starting materials?

(a) CH3CH2CH2CH2CH2OH (b) CH3CH2CH2CH2CH=CH2

(c) CH3CH2CH2CH2CO2CH3 (d) CH3CH2CH2CH=CH2
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