Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 26.15, Problem 22P
Interpretation Introduction
Interpretation:
The steps involved in the synthesis of Ala-Leu from alanine and leucine using benzyloxycarbonyl and benzyl ester protecting groups and DCCI-promoted bond formation are to be shown.
Concept Introduction:
Direct reaction between two amino acids results in a mixture of four dipeptides.
Synthesis of a particular dipeptide as the sole product requires protecting the
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2) Draw the correct chemical structure (using line-angle drawings / "line structures") from their
given IUPAC name:
a.
(E)-1-chloro-3,4,5-trimethylhex-2-ene
b. (Z)-4,5,7-trimethyloct-4-en-2-ol
C. (2E,6Z)-4-methylocta-2,6-diene
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
Chapter 26 Solutions
Organic Chemistry - Standalone book
Ch. 26.1 - Prob. 1PCh. 26.2 - Prob. 2PCh. 26.2 - Prob. 3PCh. 26.3 - Prob. 4PCh. 26.3 - Prob. 5PCh. 26.4 - Prob. 6PCh. 26.4 - Prob. 7PCh. 26.4 - Prob. 8PCh. 26.5 - Prob. 9PCh. 26.6 - Prob. 10P
Ch. 26.6 - Prob. 11PCh. 26.6 - Prob. 12PCh. 26.7 - Prob. 13PCh. 26.7 - Prob. 14PCh. 26.7 - Prob. 15PCh. 26.7 - Prob. 16PCh. 26.7 - Prob. 17PCh. 26.9 - Prob. 18PCh. 26.10 - Digestion of the tetrapeptide of Problem 26.18...Ch. 26.12 - Prob. 20PCh. 26.12 - Prob. 21PCh. 26.15 - Prob. 22PCh. 26.15 - Prob. 23PCh. 26.16 - Prob. 24PCh. 26.17 - Prob. 25PCh. 26.18 - Prob. 26PCh. 26 - Prob. 27PCh. 26 - Prob. 28PCh. 26 - Prob. 29PCh. 26 - Prob. 30PCh. 26 - Prob. 31PCh. 26 - Prob. 32PCh. 26 - Prob. 33PCh. 26 - Prob. 34PCh. 26 - Prob. 35PCh. 26 - Prob. 36PCh. 26 - Prob. 37PCh. 26 - Prob. 38PCh. 26 - Prob. 39PCh. 26 - Prob. 40PCh. 26 - If you synthesized the tripeptide Leu-Phe-Ser from...Ch. 26 - Prob. 42PCh. 26 - Prob. 43PCh. 26 - Prob. 44PCh. 26 - Prob. 45DSPCh. 26 - Prob. 46DSPCh. 26 - Prob. 47DSPCh. 26 - Prob. 48DSPCh. 26 - Prob. 49DSPCh. 26 - Prob. 50DSP
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- 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 HOarrow_forward5) 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_forward
- Nonearrow_forward1) 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_forwardCould 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_forward
- Draw 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_forward9:27 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_forward
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