THE PKA,1 AND PKA,2 OF ORTHO AND PARA ISOMERS OF PHTHALIC ACID (DIPROTIC ACID) ARE SHOWN BELOW: РКА,1 PKA,2 PHTHALIC ACID 2.98 5.28 TEREPHTHALIC ACID 3.51 4.82 CO2H CO2H .CO2H HO2C phthalic acid terephthalic acid PROVIDE AN EXPLANATION ON THE DIFFERENCES OF THEIR PKA VALUES.

THE PKA,1 AND PKA,2 OF ORTHO AND PARA ISOMERS OF PHTHALIC ACID (DIPROTIC ACID) ARE SHOWN BELOW: РКА,1 PKA,2 PHTHALIC ACID 2.98 5.28 TEREPHTHALIC ACID 3.51 4.82 CO2H CO2H .CO2H HO2C phthalic acid terephthalic acid PROVIDE AN EXPLANATION ON THE DIFFERENCES OF THEIR PKA VALUES.

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

Chapter23: Amines

Section: Chapter Questions

Problem 23.31P

See similar textbooks

Related questions

Q: A typical amino acid with one amino group and one carboxylicacid group, such as serine, can exist in…

A: At lower pH that means in acidic conditions the carboxylate ion takes up proton and exists as…

Q: In charts the pKa of acids are often given instead of the Ka values. For the 5 acids below predict…

A: There are two types of bases/acids. One is strong base/acid which is completely dissociable in into…

Q: Calculate pKa values from the following Ka’s and vice versa: a. Nitromethane, Ka = 5.0 x 10^-11 b.…

Q: A typical amino acid with one amino group and one carboxylic acid group, such as serine can exist in…

A: At lower pH that means in acidic conditions the carboxylate ion takes up proton and exists as…

Q: What fraction of iminodiacetic acid is in each of its four forms (H, A H,A, HA, A) at pH 3.357? The…

A: pH=3.35=-log [H+]or, [H+]=10-3.35=4.47×10-4

Q: Assume that for the reaction XTP XDP + Pi, the Keq =272024 (dimensionless). Calculate the standard…

Q: hat molar ratio of to H in solution would produce a pri Phosphoric acid BPO4), a triprotic acid, has…

A: Here the answer is 1.38

Q: Ka values of HA and HB weak acids are 4x10-7 and 8x10-4, respectively. These acids are water and…

Q: Ksp (Q) values of lead(II) iodide Trial 1: 1.0 x 10-7 Trial 2: 7.5 x 10-8…

A: Solubility product is defined as the product of molar concentration of ions in a saturated solution…

Q: Why is it easier to see all three pKa values in a tripolic acid but not all 3 equivalence points?

Q: Calculate Ka values from the following pKa’s: (a) Acetone, pKa 5 19.3 (b) Formic acid, pKa 5 3.75

A: pKa = -log Ka Ka = 10-pKa (a) Acetone, pKa = 19.3 Ka = 10-pKa Ka = 10-19.3 Ka = 5.01 x 10-20 (b)…

Q: What is the dominant form of arsenic acid (H3A) at pH =9.23 ? Given: pKa1 = 2.24 , pKa2 = 6.96, pKa3…

A: At first equivalence point, pH will be given by: pH=pKa1+pKa22=2.24+6.962=4.6 At this point, the…

Q: 8. The following proteins represent a wide range of molecular weights and isoelectric points. Mr is…

Q: 2. Answer these questions about separating benzoic acid (pKa = 4.2) and aniline (which is basic, pKa…

A: Reverse phase high pressure liquid chromatography (HPLC) is a separating process where a non-polar…

Q: What is the pH of a solution containing 0.57 mol L-1 of a diprotic acid with pKA1 = 5.36 and pKA2 =…

A: The solution is given below:

Q: Arsenic acid (H3AsO4) is a triprotic acid with 3 pKa values (2.24, 6.96, and 11.50). What is the Kb…

Q: Guanine, as it would appear at physiological pH, is shown below. One of the pKas of guanine, which…

A: The protonated form at N7 is =NH+- The deprotonated form at N7 is =N- pKa of =NH+ is, pKa = 2.4

Q: EDTA is a hexaprotic system with the pKa values: FOOC-CH2 H2C-COO pKal = 0.00, pK22 = 1.50, pK23 =…

A: Answer: aY⁴- at pH 3.85 = 1.35 x 10-¹⁴ ay⁴- at pH 10.80 = 2.7 x 10-²²

Q: Of the two hydroxy organic compounds ROH and R’OH, the first one is basic and other is acidic in…

Q: Deduce expressions for the fractions of each type of species present in an aqueous solution of…

Q: 3. The pKa,1 and pKa,2 of ortho and para isomers of phthalic acid (diprotic acid) are shown below:…

A: Here we have to explain the difference between pKa value of phthalic acid and terephthalic acid.

Q: The pKa values of the conjugate acids of 2-aminopyridine (6.71) and 4- aminopyridine (9.11) are as…

A: The 2-aminopyridine and 4- aminopyridine are more basic compounds because of presence of strong…

Q: Why does methyl orange have a lower pKa value (pKa~3.5) than methyl red (pKa ~5.1)? Provide detailed…

Q: 100 HA dissociates 50% when pH is equal to the pK 90- 80- 70- 60 50 40 30- pKa = 5 20 10- 3 4 5 6 7…

A: This is plot of acid, HA percentage dissociation plot along with pH.

Q: Please provide the following for each reaction given below; a. The mechanism for the reaction b.…

A: Note :- Since you have posted a question with multiple sub-parts, we will solve first three sub-…

Q: Consider a histidine residue within a protein. Based on the histidine side-chain pKa value of 6.0…

A: Histidine is a basic amino acid used to make up proteins which contain an amino group and a…

Q: You want to use acid-base extraction to separate compound A (pKa = 4.9) from compound B (pKa = 9.5).…

A: Based on the pKa values of compounds A and B, it is evident that compound A is more acidic than…

Q: 4. Here are the pKa values for Question 2. Did you get the answer correct in which direction the…

A: Given : pKa of H2O = 15.7 pKa of NH4+ = 9.8 pKa of NH3 = 33 Since pKa = -log Ka so higher is the…

Q: What is the [HA-] (in mol L-1) of a solution containing 1.155 mol L-1 of a diprotic acid with pKA1 =…

A: Given, [H2A]=1.155 M pKA1 = 3.31 and pKA2 = 8.4 [HA-] (in mol L-1) of a solution =?

Q: The side chain of acetyl-L-lysine-OMe has a pKa=10.5 and its acid-dissociation reaction is shown…

Q: Acetic acid (CH3COOH, abbrev HA) is a very common weak acid with pKa = 4.75 (at 25oC and low ionic…

A: We are authorised to solve only first three subparts of a question. Please post rest of the subparts…

Q: .Applications of conductivity measurements. )Determination of degree of dissociation )Determination…

A: The conductivity of a substance is defined as the ability or power to conduct or transmit heat,…

Q: Molecule A is C6H9O2F and an aqueous solution of 0.0130 M of molecule A has a pH of 1.0 . Calculate…

Q: Given the information about the following acids: i= HW pKa = 2 ii= HX pKa = 6 iii= HY pKa = 10…

A: The acid with higher pKa is lower acidic and more basic . And with Lower pKa is higher acidic and…

Q: Retinol is 83.84% C, 10.58% H, and 5.58% O by mass. What is the molecular formula of retinol? Add…

A: The empirical formula is the chemical formula of any compound that represents the proportions of…

Q: Predict the pKa of the following compounds and calculate the fraction present in ionized form at pH…

A: Given compounds: 3,4 DMA & 2,4,5-T (herbicide) To predict The pka of the given compounds and…

Q: Draw the structure of the most abundant form of histidine in solutions whose pH values are 1, 3, 5,…

A: Histidine falls under the category of essential amino acid; it is mandatory to incorporate this…

Q: compound With chemical formol a cqH10 0 Resolts of chemical te st for C4HI0O +|- chemical Test…

Q: Acetic acid (CH3COOH, abbrev. HA) is a very common weak acid with pKA = 4.75 (at 25oC and low ionic…

Q: Which of the following statements about the dissociation constant and pka is NOT correct?

A: An acid dissociation constant (Ka) is defined as a quantitative measure of an acid strength in…

Q: Calculate the Ka for the weak acid knowing the pKa value is 13.07

A: Acid dissociation constant, Ka represents how strong the acid is in a solution.

Q: Consider the structure of quinine below and identify a suitable analytical technique for its…

Q: Cuivan Coreeak base C₂H₂0 Nuo ₂. a 2. kb = 3.98 x 10-11 trund the PM of a Solution prefered by…

A: Here we are required to find the pH of weak base solution.

Q: and K2 = 5.42 x 10. In a solution made by dissolving 25.00 g of oxalic acid in enough water to a…

Q: a solution of phenylhydrazine (C6H5-NH-NH2) with ionic strength 0.1 mol/L has pH = 8.13. Determines…

A: Reaction of phenyl hydrazine with acid gives phenyl hydrazinium ion and the reaction and the…

Q: Use Pauling’s First and Second Rules to determine the pKa values of bromic acid and selenous acid as…

A: Explanation to the correct answer is given below.

Q: Most of the pKa values given in this text were determined in water. How would the pKa values of…

A: The solubility and dissociation of compound depend upon the type of solvent used for dissolution for…

Q: Lysine (K) is a triprotic amino acid whose most protonated form has a charge of 2+. Its acid…

A: Groups, whose pKa< given pH get deprotonated and groups, whose pKa> given pH get protonated…

Q: PHS BC1 ) PH, (g)+bLs (9) %3D Why is [PHBC13] not in tne Kc equation?

A: equilibrium constant is defined as products concentration divided by reactent concentration to the…

Q: Phosphoric acid (H3PO4) has 3 dissociable protons with the pKa values shown. Which form of…

Question

100%

Compare the values and explain briefly

THE PKA,1 AND PKA,2 OF ORTHO AND PARA ISOMERS OF PHTHALIC ACID (DIPROTIC ACID) ARE
SHOWN BELOW:
РКА,1
PKA,2
PHTHALIC ACID
2.98
5.28
TEREPHTHALIC ACID
3.51
4.82
CO2H
CO2H
.CO2H
HO2C
phthalic acid
terephthalic acid
PROVIDE AN EXPLANATION ON THE DIFFERENCES OF THEIR PKA VALUES.

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 2 steps with 1 images

SEE SOLUTION Check out a sample Q&A here

Similar questions

According to the Evan's pKa table, phenol has a pKa of 9.95. p-Nitro and m-nitrophenol have pKas of 7.14 and 8.35 respectively. Using resonance structures, explain the observed trends in the acidity of these molecules.
What is the [HA-] (in mol L-1) of a solution containing 1.155 mol L-1 of a diprotic acid with pKA1 = 3.31 and pKA2 = 8.4 ? H2A + H2O ⇌ H3O+ + HA- pkA1 HA- + H2O ⇌ H3O+ + A2- pkA2
What fraction of iminodiacetic acid is in each of its four forms ( H3A H2A− , HA2− , A3− ) at pH 3.651 ? The p?a values for iminodiacetic acid are 1.85 ( p?a1 ), 2.84 ( p?a2 ) and 9.79 ( p?a3 ). ?H3A= ? α H2A = ? ?HA2−= ? αA3− = ?
Aniline C6H5NH2 has a base dissociation constant (Kb) of 4.3 × 10-10. What is the conjugate acid of aniline and what is its acid dissociation constant (Ka)? (SHOW CALCULATION)
Fusidic acid is a weakly acidic drug with a pKa of 4.6. It is available as the sodium salt (fusidate sodium). Calculate the percentage of fusidic acid existing in the ionized form if the injection is formulated at a pH of 6.4
Comment on the separation of naphthalene from mixture contain 3 components 1.Benzoic acid (acidic nature pKa=4.17) 2.Naphthalene (neutral compound) 3.paraNitroaniline(basic compound pKa=12.99)
Histidine is an important catalytic residue found at the active sites of many enzymes. In many cases, histidine appears toremove protons or to transfer protons from one location to another.(a) Show which nitrogen atom of the histidine heterocycle is basic and which is not
Histidine is an important catalytic residue found at the active sites of many enzymes. In many cases, histidine appears toremove protons or to transfer protons from one location to another.(a) Show which nitrogen atom of the histidine heterocycle is basic and which is not.(b) Use resonance forms to show why the protonated form of histidine is a particularly stable cation.(c) Show the structure that results when histidine accepts a proton on the basic nitrogen of the heterocycle and then isdeprotonated on the other heterocyclic nitrogen. Explain how histidine might function as a pipeline to transfer protonsbetween sites within an enzyme and its substrate
Experimental observations show that thiocyanate (SCN- ), the conjugate base of thiocyanic acid (pKa = 1.1 at 25 °C), is quite soluble in neutral water at pH > 2. In the space provided below, explain this experimental observation. That is, why does SCN– readily dissolve in water when the pH > 2?
Answer questions a-c about the Bronsted acid-base reaction below using the identifying letters A-D below each structure.A table of pKa values for various organic and inorganic acids can be found in the references section.for parts 1 and 2 a) The weaker acid is b) Its conjugate base is c) The species that predominate at equilibrium are (two letters, e.g. AC)
What percent of acetic acid is present in the acidic form at pH 5.0, assuming a pKa of 4.8?
The benzylammonium ion (c6H5CH2NH3+) has pka=9.33 and the propylammonium ion has pka=10.71. Which is the stronger base, benzylamine or propylamine