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www.chegg.com/homework-help/acetic-acid-ch3co2h-draw-three...

For acetic acid (CH 3 CO 2 H): (a) Draw three resonance structures; (b) draw a structure for the resonance hybrid; (c) rank the three resonance structures and the resonance hybrid in order of increasing energy.

www.chem.ucla.edu/~harding/tutorials/acids_and_bases/mol_str.pdf

Ethanol Ethoxide ion: no resonance Acetic acid remove proton remove ... Examination of the resonance hybrid structure for acetate ion suggests that the charge on each oxygen atom that would share an electron pair with a ... Acids and Bases - Molecular Structure and Acidity

research.cm.utexas.edu/nbauld/teach/ch610bnotes/ch17.htm

Decidedly, yes. Simply recall that the two best resonance structures of the carboxylate anion are equivalent, and therefore provide a maximum resonance stabilization. In the case of the carboxylic acid, the resonance structures are non-equivalent. In particular, the other structures have charge separation, which is an energy-increasing factor.

socratic.org/.../how-do-resonance-structures-affect-acidity

Short answer: Resonance structures that stabilize a conjugate base will increase the acidity. > Consider the acidities of methanol and acetic acid. CH₃OH + H₂O ⇌ CH₃O⁻ + H₃O⁺; pK_"a" = 15 CH₃COOH + H₂O ⇌ CH₃COO⁻ + H₃O⁺; pK_"a" = 5 Why is acetic acid 10^10 times as acidic as methanol? Answer: Here is my explanation.

academic.pgcc.edu/~ssinex/struc_bond/acetic_acid_molecule.htm

On dissociation of the hydrogen ion from acetic acid, the acetate ion forms a resonance structure, where the two carbon-oxygen bonds are of equal length. The negative charge is spread over the end of the molecule equally too.

chemistry.stackexchange.com/questions/9679/why-does-having...

You can estimate stability by the number of resonance structures you can draw. For the acetate ion, there are 2 resonance structures, while for the protonated form (acetic acid) only one structure is possible, which favors deprotonation. For the phenolate ion, you can formulate 4 structures, with the negative charge delocalized into the benzene ...

www.khanacademy.org/science/organic-chemistry/organic...

Stabilization of a conjugate base: resonance. About Transcript. ... and since our conjugate base is stabilized by resonance, that means acetic acid is more likely to donate to this proton, and that's why we see a lower pKa value. ... than this carbon in magenta over here. So this on the right, this resonance structure actually contributes more ...

pubchem.ncbi.nlm.nih.gov/compound/fluoroacetic_acid

Fluoroacetic acid is a haloacetic acid that is acetic acid in which one of the methyl hydrogens is substituted by fluorine.It has a role as an EC 4.2.1.3 (aconitate hydratase) inhibitor.It is an organofluorine compound and a haloacetic acid. It is a conjugate acid of a fluoroacetate.

www.quora.com/Why-is-acetic-acid-stronger-than-phenol

Ethan-1-oic acid ( Acetic acid). Short but Simple explanation : Out of all the organic compounds , Carboxylic acids are second only to Sulphonic acids in acidity.Due to which , they have comparatively higher values of Ka but lower values of pKa,which explains their highly acidic nature than any other organic compound except Sulphonic acids, and Phenol is no exception to it.