Organic Chemistry
7th Edition
ISBN: 9780321803078
Author: Bruice, Paula Yurkanis
Publisher: Pearson College Div
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Chapter 20.7, Problem 20P
Interpretation Introduction
Interpretation:
The reason should be given for protonated pyrimidine
Concept Introduction:
The role of
The acidic strength of a compound results in the formation of more hydrogen ions and less
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Explain why the pKa of the - NH3+ group of an a-amino acid is lower than the pKa of the ammonium ion derived from a 1° amine (RNH3+). For example the pKa of the - NH3+ group of alanine is 9.87 but the pKa of CH3NH3+ is 10.63.
Chapter 20 Solutions
Organic Chemistry
Ch. 20.1 - Name the following:Ch. 20.2 - Prob. 2PCh. 20.2 - Prob. 3PCh. 20.3 - Draw the product of each of the following...Ch. 20.5 - Prob. 6PCh. 20.5 - When pyrrole is added to a dilute solution of...Ch. 20.5 - Explain why cyclopentadiene (pKa = 15) is more...Ch. 20.6 - Prob. 10PCh. 20.6 - How to the mechanisms of the following reactions...Ch. 20.6 - Prob. 12P
Ch. 20.6 - Rank the following compounds from easiest to...Ch. 20.7 - Prob. 14PCh. 20.7 - Prob. 15PCh. 20.7 - Prob. 16PCh. 20.7 - Prob. 17PCh. 20.7 - Prob. 18PCh. 20.7 - Prob. 19PCh. 20.7 - Prob. 20PCh. 20 - Name the following:Ch. 20 - Prob. 22PCh. 20 - Prob. 23PCh. 20 - Which of the following compounds is easier to...Ch. 20 - Rank the following compounds from most reactive to...Ch. 20 - One of the following compounds undergoes...Ch. 20 - Benzene undergoes electrophilic aromatic...Ch. 20 - The dipole moments of furan and tetrahydrofuran...Ch. 20 - Prob. 29PCh. 20 - Prob. 30PCh. 20 - The chemical shifts of the C-2 hydrogen in the...Ch. 20 - Explain why protonating aniline has a dramatic...Ch. 20 - Prob. 33PCh. 20 - Propose a mechanism for the following reaction:Ch. 20 - Prob. 35PCh. 20 - Propose a mechanism for the following reactions:Ch. 20 - Prob. 37PCh. 20 - a. Draw resonance contributors to show why...Ch. 20 - Prob. 39PCh. 20 - Pyrrole reacts with excess...Ch. 20 - Prob. 41PCh. 20 - Prob. 42PCh. 20 - Organic chemists work with tetraphenylporphyrins...
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- glycine has pka value of 2.3 and 9.6 would you except the pka value of glycine to be higher or lower than these value?arrow_forwardPkas for three titratable groups of histidine are 1.80, 6.04, and 9.33. What is the ratio of conjugate base to weak acid for a buffermade from histidine at pH=4.50?arrow_forwardConsider the tripeptide Thr-Arg-Tyr. 1. Name: T-R-Y_______________________ 2. Draw the structure of the fully protonated form of the tripeptide and label the ionizable groups with the corresponding pKa values. 3. Draw predominant structure of the tripeptide at pH 11. What is the net charge? Consider the image as an example. Thank you.arrow_forward
- In the case of serine, threonine and tyrosine they have the -OH group in their residue. I'm wondering even though all of them has the -OH groups in their residue. but only the tyrosine has the pKa value with the -OH grouup.arrow_forwardDraw the form of aspartate that predominates at the following pH values: pH = 11.0arrow_forwardDraw the electrophoretic separation of Ala, Lys, and Asp at pH 9.7.arrow_forward
- Explain why the pKa of the ‒ NH3+ group of an α-amino acid is lower than the pKa of the ammonium ion derived from a 1° amine (RNH3+). For example the pKa of the ‒ NH3+ group of alanine is 9.87 but the pKa of CH3NH3+ is 10.63.arrow_forwardCalculate the pI value of GE- dipeptide The pKa values of the terminal amino and carboxyl groups are 8 and 3.5. Show all steps towards the answer.arrow_forwardI was wondering how I would get rid of the ln on both sides of an equation and set K equal to something in the equation lnK = lnA - DeltaH ________ RTarrow_forward
- Alanine has pKa values of 2.34 and 9.69. Therefore, alanine exists predominately as a zwitterion in anaqueous solution with pH 7 ____ and pH 6 ____.arrow_forward(a) The isoelectric point (pI) of phenylalanine is pH 5.5. Draw the structure of the major form of phenylalanine at pHvalues of 1, 5.5, and 11.(b) The isoelectric point of histidine is pH 7.6. Draw the structures of the major forms of histidine at pH values of 1, 4,7.6, and 11. Explain why the nitrogen in the histidine ring is a weaker base than the a-amino group.(c) The isoelectric point of glutamic acid is pH 3.2. Draw the structures of the major forms of glutamic acid at pH valuesof 1, 3.2, 7, and 11. Explain why the side-chain carboxylic acid is a weaker acid than the acid group next to thea-carbon atomarrow_forwardGlycine has pKa values of 2.34 and 9.60. At what pH does glycine exist in the indicated form?arrow_forward
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