Organic Chemistry, Loose-leaf Version
8th Edition
ISBN: 9781305865549
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 27, Problem 27.16P
Interpretation Introduction
Interpretation:
The meaning of the alpha has to be explained as it is used in the α-amino acid.
Concept Introduction:
The α-carbon is said to be the first carbon that is attached to the
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පිපිම
Draw curved arrows to represent the flow of electrons in the reaction on the left
Label the reactants on the left as either "Acid" or "Base"
(iii) Decide which direction the equilibrium arrows will point in each reaction, based on
the given pk, values
(a)
+
H-O
H
3-H
+
(c)
H"
H
+
H****H
000
44-00
NH₂
(e)
i
Дон
OH
Ө
NH
3) Label the configuration in each of the following alkenes as E, Z, or N/A (for
non-stereogenic centers).
00
E
000
N/A
E
Br
N/A
N/A
(g)
E
N/A
OH
E
(b)
Oz
N/A
Br
(d)
00
E
Z
N/A
E
(f) Oz
N/A
E
(h)
Z
N/A
6) Fill in the missing Acid, pKa value, or conjugate base in the table below:
Acid
HCI
Approximate pK,
-7
Conjugate Base
H-C:
Hydronium (H₂O')
-1.75
H-O-H
Carboxylic Acids (RCOOH)
Ammonium (NH4)
9.24
Water (H₂O)
H-O-H
Alcohols (ROH)
RO-H
Alkynes
R--H
Amines
25
25
38
HO
Chapter 27 Solutions
Organic Chemistry, Loose-leaf Version
Ch. 27.1 - Of the 20 protein-derived amino acids shown in...Ch. 27.2 - Prob. 27.2PCh. 27.2 - Prob. 27.3PCh. 27.3 - Draw a structural formula for Lys-Phe-Ala. Label...Ch. 27.4 - Which of these tripeptides are hydrolyzed by...Ch. 27.4 - Deduce the amino acid sequence of an undecapeptide...Ch. 27.6 - Prob. 27.7PCh. 27 - What amino acid does each abbreviation stand for?...Ch. 27 - The configuration of the chiral center in -amino...Ch. 27 - Assign an R or S configuration to the chiral...
Ch. 27 - Prob. 27.11PCh. 27 - Prob. 27.12PCh. 27 - Draw zwitterion forms of these amino acids. (a)...Ch. 27 - Prob. 27.14PCh. 27 - Why is Arg often referred to as a basic amino...Ch. 27 - Prob. 27.16PCh. 27 - Prob. 27.17PCh. 27 - Prob. 27.18PCh. 27 - Prob. 27.19PCh. 27 - Prob. 27.20PCh. 27 - Both norepinephrine and epinephrine are...Ch. 27 - Prob. 27.22PCh. 27 - Draw a structural formula for the form of each...Ch. 27 - Prob. 27.24PCh. 27 - Write the zwitterion form of alanine and show its...Ch. 27 - Prob. 27.26PCh. 27 - Write the form of aspartic acid most prevalent at...Ch. 27 - Prob. 27.28PCh. 27 - Prob. 27.29PCh. 27 - For lysine and arginine, the isoelectric point,...Ch. 27 - Prob. 27.31PCh. 27 - Account for the fact that the isoelectric point of...Ch. 27 - Prob. 27.33PCh. 27 - Prob. 27.34PCh. 27 - At pH 7.4, the pH of blood plasma, do the majority...Ch. 27 - Prob. 27.36PCh. 27 - Prob. 27.37PCh. 27 - Prob. 27.38PCh. 27 - A chemically modified guanidino group is present...Ch. 27 - Draw a structural formula for the product formed...Ch. 27 - Prob. 27.41PCh. 27 - Prob. 27.42PCh. 27 - A decapeptide has the following amino acid...Ch. 27 - Following is the primary structure of glucagon, a...Ch. 27 - Prob. 27.45PCh. 27 - Draw a structural formula of these tripeptides....Ch. 27 - Estimate the pI of each tripeptide in Problem...Ch. 27 - Glutathione (G-SH), one of the most common...Ch. 27 - Following are a structural formula and a...Ch. 27 - Prob. 27.50PCh. 27 - Prob. 27.51PCh. 27 - Prob. 27.52PCh. 27 - Prob. 27.53PCh. 27 - Prob. 27.54PCh. 27 - Distinguish between intermolecular and...Ch. 27 - Prob. 27.56PCh. 27 - Prob. 27.57P
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- 5) Rank the following sets of compounds in order of decreasing acidity (most acidic to least acidic), and choose the justification(s) for each ranking. (a) OH V SH я вон CH most acidic (lowst pKa) least acidic (highest pKa) Effect(s) Effect(s) Effect(s) inductive effect O inductive effect O inductive effect electronegativity electronegativity O electronegativity resonance polarizability resonance polarizability O resonance O polarizability hybridization Ohybridization O hybridization оarrow_forwardHow negatively charged organic bases are formed.arrow_forwardNonearrow_forward
- 1) For the following molecules: (i) Label the indicated alkenes as either cis (Z), trans (E), or N/A (for non-stereogenic centers) by bubbling in the appropriate label on the molecule. (ii) Complete the IUPAC name located below the structure (HINT: Put the letter of the configuration in parentheses at the beginning of the name!) E z N/A ()-3,4,6-trimethylhept-2-ene E Oz O N/A ()-3-ethyl-1-fluoro-4-methylhex-3-ene E -+- N/A Me )-2,3-dimethylpent-2-ene (d) (b) E O N/A Br ()-5-bromo-1-chloro-3-ethyloct-4-ene ОЕ Z N/A Et (___)-3-ethyl-4-methylhex-3-ene E (f) Oz N/A z N/A HO (4.7)-4-(2-hydroxyethyl)-7-methylnona-4,7-dien-2-onearrow_forwardO 9:21AM Tue Mar 4 ## 64% Problem 51 of 15 Submit Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. H :0: CI. AI :CI: :CI: Cl AI Select to Add Arrows Select to Add Arrows O: Cl :CI: :0: H CI: CI CO Select to Add Arrows Select to Add Arrows :O: CI :0: Cl. 10: AIarrow_forward(i) Draw in the missing lone pair(s) of electrons of the reactants on the left (ii) Draw (curved) arrows to show the flow of electrons in the acid/base reaction on the left (iii) Draw the products of the acid/base on the right (iv) Select the correct label for each product as either "conjugate acid" or "conjugate base" (a) JOH OH NH₂ acid base (b) De "H conjugate acid conjugate acid conjugate base conjugate base acid base conjugate acid conjugate base conjugate acid conjugate base acid basearrow_forward
- Could someone answer this NMR and explain please Comment on the general features of the 1H-NMR spectrum of isoamyl ester provided below.arrow_forwardMacmillan Learning Draw the acyl chloride that would give the ketone shown using the Friedel-Crafts acylation reaction. Select Draw Templates More с H о Cl 2Q Erase AICI₂arrow_forwardDraw the complete mechanism for this reaction: .OH مدید OH H2SO4 + H₂O To save you some time, the starting material has been copied into the first drawing area. However, you will still need to add any other reactants or catalysts that take part in the reaction. ན ི.. OH Add/Remove step Х ด ك Click and drag to start drawing a structure.arrow_forward
- 9:27 AM Tue Mar 4 ← Problem 64 of 15 #63% Submit Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. 0:0 0:0 :0: N. :0: :O :0: H H. :0: Select to Add Arrows O :0: H O :0: 0:0. S. H Select to Add Arrows S :0: :0: H Harrow_forwardOrder the following organic reactions by relative rate. That is, select '1' next to the reaction that will have the fastest initial rate, select '2' next to the reaction that will have the next fastest initial rate, and so on. If two reactions will have very similar initial rates, you can select the same number next to both. If a reaction will have zero or nearly zero initial rate, don't select a number and check the box in the table instead. Note: the "Nu" in these reactions means "a generic nucleophile." ملی CI :Nu 2 он 3 H Reaction Relative Rate (Choose one) ▼ Nu :CI: zero or nearly zero Nu :Nu bi (Choose one) zero or nearly zero : Nu لی Nu :H (Choose one) zero or nearly zeroarrow_forward9:12 AM Tue Mar 4 66% Problem 38 of 15 Submit Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the product formed in this reaction or mechanistic step(s). Include all lone pairs and charges as appropriate. Ignore inorganic byproducts. Br2 FeBrз H (+) Br: H : Br----FeBr3 く a SU 00 nd earrow_forward
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