An ester is a derivative of a carboxylic acid in which the hydrogen of the carboxyl groupis replaced by an alkyl groupwhich is derived from acetic acid by replacement of the H of its-OH group by a methylgroup. Determine whether proton transfer to this compound from HCl occurs preferen-tially on the oxygern of the C-0 group or on the oxygen of the OCH, group.. Draw a structural formula of methyl acetate,

Carbon compounds containing COOH functional group is called is carboxylic acids. Esters are…

Answered: An ester is a derivative of a…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter17: Carboxylic Acids

Section: Chapter Questions

Problem 17.44P

See similar textbooks

Similar questions

An important step in one synthesis of carboxylic acids is the deprotonation of diethyl malonate and its alkyl-substituted derivative: Base CH;CH2O OCH,CH3 CH;CH,0 OCH2CH3 H2 Diethyl malonate Base CH;CH,0 °C `OCH,CH3 CH;CH,O OCH,CH3 R Alkyl substituted diethyl malonate NaOH can deprotonate diethyl malonate effectively, but NaOC(CH3)3 is typically used to deprotonate the alkyl-substituted derivative. Explain why.
acidity and bascity of carboxylic acids and its derivatives
Many multi-step organic reaction mechanisms involve proton transfer steps. For example, the first step of Fischer esterification of carboxylic acids(as shown with acedic acid) is activation of the acid by protonation. Based on your understanding of which reaction pathway is more favorable, explain why using chemical structures.
CH₂-CH₂-CH₂-C-OH butanoic acid CH₂ HO–C–CH,CHCH,—CHO 3-methylpentanoic acid Name each carboxylic acid. (a) HO CH₂ CH₂ 99 - 0 B) CHICHICIO CH, Draw a condensed structural diagram for each carboxylic acid (a) Hexanoic acid (b) 3-propyloctanoic acid I
A carboxylic acid has two oxygen atoms, each with two nonbonding pairs of electrons.(a) Draw the resonance forms of a carboxylic acid that is protonated on the hydroxyoxygen atom.(b) Compare the resonance forms with those given previously for an acid protonated on thecarbonyl oxygen atom
Briefly, but clearly, explain why the –OH hydrogen in acetic acid (CH3CO2H) is more acidic than in ethanol (C2H5OH).
Cyclohexane-1,3-dione is a diketone that can act as a Brønsted-Lowry acid despite not having a hydrogen bonded to an electronegative atom. In this molecule, a hydrogen bonded to carbon 2 is acidic. Hexanol is an alcohol and hence can also act as a Brønsted-Lowry acid. a) Draw the stabilized conjugate bases of cyclohexane-1,3-dione and hexanol. No need to draw the protonated forms. b) Based on your illustration in part (a), predict which one has a lower pKa between cyclohexane-1,3-dione and hexanol. Explain why.
In an attempt to synthesize compound C through a two-step process, a chemist discovered after completing the first step that they had inadvertently produced two distinct compounds, A and B. Upon examining the infrared spectroscopy (IR) results, it was observed that both A and B exhibited peaks indicative of a ketone and an ester group. Please provide the molecular structures of A and B. OEt NaOEt ΕΙΟ A B In a chemical experiment, they noticed that both components, A and B, from a combined sample turned into a new compound, C, during the following stage. The task is to determine what compound C looks like and explain how compound A or B changes into compound C through a reaction. Compound C should be the primary molecule containing carbon created in this process, not just a by-product. A B H3O+, H₂O, A Mechanism = с
b) Compounds in which the –OH of the carboxyl group is replaced by certain other groups are called carboxylic acid derivatives. The most important of which are acyl halides, acid anhydrides, esters and amides. Discuss the relationship between carboxylic acid, acid chloride and acid anhydride
Show how to convert carboxylic acids to other functional groups, and devisemultistep syntheses using carboxylic acids as starting materials and intermediates.Explain how acid chlorides are used as activated derivatives of carboxylic acids
Explain why pentane-2,4-dione forms two different alkylation products (Aor B) when the number of equivalents of base is increased from one totwo.
Alkyne anions react with the carbonyl groups of aldehydes and ketones to form alkynyl alcohols, as illustrated by the following sequence. HCI CH,C=C Na* + H-C-H [CH,C=C-CH,O Na*] H,O → CH,C=C-CH,OH Propose a mechanism for the formation of the bracketed compound, using curved arrows to show the flow of electron pairs in the course of the reaction.

SEE MORE QUESTIONS

Recommended textbooks for you

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

Introduction to General, Organic and Biochemistry

Chemistry

ISBN:

9781285869759

Author:

Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

Introduction to General, Organic and Biochemistry

Chemistry

ISBN:

9781285869759

Author:

Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:

Cengage Learning

SEE MORE TEXTBOOKS