Warning: foreach() argument must be of type array|object, bool given in /var/www/html/web/app/themes/studypress-core-theme/template-parts/header/mobile-offcanvas.php on line 20

Complete the equations for these oxidations. (a) \(\mathrm{Hexanal}+\mathrm{H}_{2} \mathrm{O}_{2} \longrightarrow\) (b) 3 -Phenylpropanal \(+\) Tollens' reagent \(\longrightarrow\)

Short Answer

Expert verified
Question: Identify the products and write the balanced chemical equations for the oxidation of the following aldehydes: (a) Hexanal with hydrogen peroxide (H₂O₂), (b) 3-phenylpropanal with Tollens' reagent. Answer: (a) The product of hexanal oxidation with hydrogen peroxide is hexanoic acid. The balanced chemical equation is: CH₃(CH₂)₄CHO + H₂O₂ → CH₃(CH₂)₄COOH + H₂O. (b) The product of 3-phenylpropanal oxidation with Tollens' reagent is 3-phenylpropanoic acid. The balanced chemical equation is: C₆H₅CH₂CH₂CHO + [Ag(NH₃)₂]⁺ + OH⁻ → C₆H₅CH₂CH₂COOH + Ag + NH₃ + H₂O.

Step by step solution

01

Identify the functional groups in the reactants

Hexanal is an aldehyde with the structure CH₃(CH₂)₄CHO. 3-Phenylpropanal is also an aldehyde with the structure C₆H₅CH₂CH₂CHO.
02

Determine the oxidation process of the aldehydes

In both cases, we have aldehydes reacting with oxidizing agents. Aldehydes can be oxidized to carboxylic acids. In general, the oxidation reaction for an aldehyde can be described as follows: RCHO + [O] → RCOOH, where R represents an alkyl or aryl group.
03

Identify the products for the given oxidations

(a) For hexanal, the oxidation product would be hexanoic acid, with a structure of CH₃(CH₂)₄COOH. (b) For 3-phenylpropanal, the oxidation product would be 3-phenylpropanoic acid, with a structure of C₆H₅CH₂CH₂COOH.
04

Write the balanced chemical equations

(a) For the reaction between hexanal and hydrogen peroxide, the balanced chemical equation would be: \(\displaystyle \mathrm{CH}_{3}( \mathrm{CH}_{2})_{4} \mathrm{CHO}+\mathrm{H}_{2} \mathrm{O}_{2} \longrightarrow \mathrm{CH}_{3}( \mathrm{CH}_{2})_{4} \mathrm{COOH}+\mathrm{H}_{2} \mathrm{O}\) (b) For the reaction between 3-phenylpropanal and Tollens' reagent, the balanced chemical equation would be: \(\displaystyle \mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CHO}+\mathrm{[} \mathrm{Ag(NH}_{3})_{2}^+ + \mathrm{OH}^- \mathrm{]} \longrightarrow \mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{COOH}+\mathrm{Ag}+\mathrm{NH}_{3}+\mathrm{H}_{2} \mathrm{O}\)

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

Treatment of \(\beta\)-D-glucose with methanol in the presence of an acid catalyst converts it into a mixture of two compounds called methyl glucosides (Section 25.3A). In these representations, the six-membered rings are drawn as planar hexagons. (a) Propose a mechanism for this conversion and account for the fact that only the - \(\mathrm{OH}\) on carbon 1 is transformed into an \(-\mathrm{OCH}_{3}\) group. (b) Draw the more stable chair conformation for each product. (c) Which of the two products has the chair conformation of greater stability? Explain.

A primary or secondary alcohol can be protected by conversion to its tetrahydropyranyl ether. Why is formation of THP ethers by this reaction limited to primary and secondary alcohols?

Both (S)-citronellal and isopulegol are naturally occurring terpenes (Section 5.4). When (S)-citronellal is treated with tin(IV) chloride (a Lewis acid) followed by neutralization with aqueous ammonium chloride, isopulegol is obtained in \(85 \%\) yield. (a) Show that both compounds are terpenes. (b) Propose a mechanism for the conversion of (S)-citronellal to isopulegol. (c) How many stereocenters are present in isopulegol? How many stereoisomers are possible for a molecule with this number of stereocenters? (d) Isopulegol is formed as a single stereoisomer. Account for the fact that only a single stereoisomer is formed.

If the Favorskii rearrangement of 2-chlorocyclohexanone is carried out using sodium ethoxide in ethanol, the product is ethyl cyclopentanecarboxylate. Propose a mechanism for this reaction.

Starting with cyclohexanone, show how to prepare these compounds. In addition to the given starting material, use any other organic or inorganic reagents as necessary. (a) Cyclohexanol (b) Cyclohexene (c) cis-1,2-Cyclohexanediol (d) 1 -Methylcyclohexanol (e) 1-Methylcyclohexene (f) 1 -Phenylcyclohexanol (g) 1-Phenylcyclohexene (h) Cyclohexene oxide (i) trans-1,2-Cyclohexanediol

See all solutions

Recommended explanations on Chemistry Textbooks

View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.

Sign-up for free