Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Question
Chapter 24, Problem 24.33SP
Interpretation Introduction
Interpretation:
The use of Strecker synthesis to make tryptophan and the stereochemistry that is expected in product are to be stated.
Concept introduction:
The Strecker synthesis involves the synthesis of
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Enamines can serve as enolate surrogates in reactions at the a-carbon. In the reaction sequence, the structures of the enamine
addition product – the initial zwitterion and its neutral tautomer – are shown. Draw the structures of the two reactants forming
these intermediates, and draw the structure of the final product, obtained via hydrolysis of the neutral intermediate.
initial zwitterionic intermediate
neutral intermediate
tautomerization
Reactants
H,0
hydrolysis
product
Draw the two reactants.
Draw the hydrolysis product.
Select
Draw
Rings
More
Erase
Select
Draw
Rings
More
Erase
H
H
Show how you could convert 1-propanol into the corresponding aldehyde and carboxylic acid.
What product will result from the following reactions
Chapter 24 Solutions
Organic Chemistry (9th Edition)
Ch. 24.2A - Draw three-dimensional representations of the...Ch. 24.2A - Prob. 24.2PCh. 24.2B - The herbicide glyphosate (Roundup) kills plants by...Ch. 24.4 - Draw the structure of the predominant form of a....Ch. 24.4 - Draw the resonance forms of a protonated guanidino...Ch. 24.4 - Although tryptophan contains a heterocyclic amine,...Ch. 24.4 - Prob. 24.7PCh. 24.4 - Prob. 24.8PCh. 24.5A - Show how the following amino acids might be formed...Ch. 24.5B - Prob. 24.10P
Ch. 24.5C - Prob. 24.11PCh. 24.5C - Show how you would use a Strecker synthesis to...Ch. 24.6 - Suggest how you would separate the free i-ammo...Ch. 24.7A - Propose a mechanism for the acid-catalyzed...Ch. 24.7A - Give equations for the formation and...Ch. 24.7B - Prob. 24.16PCh. 24.7C - Prob. 24.17PCh. 24.8B - Draw the complete structures of the following...Ch. 24.9C - Prob. 24.19PCh. 24.9C - Prob. 24.20PCh. 24.9C - Prob. 24.21PCh. 24.9E - Prob. 24.22PCh. 24.9E - Prob. 24.23PCh. 24.10A - Propose a mechanism for the coupling of acetic...Ch. 24.10B - Show how you would synthesize Leu-Gly-Ala-Val-Phe...Ch. 24.10B - Show how solid-phase peptide synthesis would be...Ch. 24 - a. The isoelectric point (pl) of phenylalanine is...Ch. 24 - Prob. 24.28SPCh. 24 - Prob. 24.29SPCh. 24 - Prob. 24.30SPCh. 24 - Prob. 24.31SPCh. 24 - Suggest a method for the synthesis of the...Ch. 24 - Prob. 24.33SPCh. 24 - Write the complete structures for the following...Ch. 24 - The following structure is drawn in an...Ch. 24 - Prob. 24.36SPCh. 24 - Prob. 24.37SPCh. 24 - Show the steps and intermediates in the synthesis...Ch. 24 - Prob. 24.39SPCh. 24 - Lipoic acid is often found near the active sites...Ch. 24 - Prob. 24.41SPCh. 24 - Prob. 24.42SPCh. 24 - Prob. 24.43SPCh. 24 - Complete hydrolysis of an unknown basic...Ch. 24 - Prob. 24.45SPCh. 24 - Prob. 24.46SPCh. 24 - Prob. 24.47SP
Knowledge Booster
Similar questions
- Enamines can serve as enolate surrogates in reactions at the a-carbon. In the reaction sequence, the structures of the enamine addition product – the initial zwitterion and its neutral tautomer – are shown. Draw the structures of the two reactants forming these intermediates, and draw the structure of the final product, obtained via hydrolysis of the neutral intermediate. initial zwitterionic intermediate neutral intermediate tautomerization Reactants H20 hydrolysis product Draw the two reactants. Draw the hydrolysis product.arrow_forwardThe following set of reactions convert phenylacetylene to butylbenzene. Give the appropriate reagents for each step of the following reaction sequence.arrow_forwardDraw the two reactants used to form the following compound, label the nucleophile and the electrophile, and using arrows show the points of attack of the nucleophile on the electrophile that enables the formation of the heterocyclic product.arrow_forward
- Which of the following statements is correct? A) The haloform reaction proceeds under very difficult conditions and the yield is very low. B) The haloform reaction is used only for the identification of compounds containing secondary alcohol groups. C) Methyl ketones or alcohols are oxidized with halogens in acidic solutions to give carboxylic acids and the appropriate haloform product. D) Enolate anions react rapidly with halogens to give alpha-halocarbonyl compounds.arrow_forwardExplain why electrophilic aromatic substitution in Pyrrole takes place at C-2 positions whereas, in Pyridine it takes place at C-3 position? Differentiate between Aldol and Claisen condensation reaction. Why carboxylic acid with a carbonyl group at 3rd position can be decarboxylated? Explain why cyclopentadiene (pKa = 15) is more acidic than pyrrole (pKa = 17) even though nitrogen is more electronegative than carbon?arrow_forwardExplain why cyclopentadiene (pKa = 15) is more acidic than pyrrole (pKa = 17) even though nitrogen is more electronegative than carbon? Why carboxylic acid with a carbonyl group at 3rd position can be decarboxylated? Differentiate between Aldol and Claisen condensation reaction. Explain why electrophilic aromatic substitution in Pyrrole takes place at C-2 positions whereas, in Pyridine it takes place at C-3 position? LDA is the base of choice for carbonyl compound to completely convert into enolate. Why? List the following esters in order of decreasing reactivities towards hydrolysis with reason: Methyl benzoate, p-cyano methyl benzoate and p-hydroxy methyl benzoate How will you describe whether any compound has been oxidized or reduced? Support your answer with suitable examples. A) Define chemo selective reactions with examples. B) Give any two conditions where enol tautomer is more stable than keto tautomer.arrow_forward
- Enamines can serve as enolate surrogates in reactions at the α-carbon. In the reaction sequence, the structures of the enamine addition product - the initial zwitterion and its neutral tautomer - are shown. Draw the structures of the two reactants forming these intermediates, and draw the structure of the final product, obtained via hydrolysis of the neutral intermediate. initial zwitterionic intermediate 'N + 85 Reactants tautomerization hydrolysis product neutral intermediate 80 + H₂Oarrow_forwardAssume that attached starting materials can be converted to an epoxide by this reaction. Draw the product formed (including stereochemistry) from each starting material. Why might some of these reactions be more difficult than others in yielding nucleophilic substitution products?arrow_forwardEnamines can serve as enolate surrogates in reactions at the a-carbon. In the following reaction sequence, the structures of the enamine addition product – the initial zwitterion and its neutral tautomer – are shown. Draw the structures of the two reactants forming these intermediates, and draw the structure of the final product, obtained via hydrolysis the neutral intermediate. reactants initial zwitterionic intermediate tautomerization hydrolysis product neutral intermediate NH н,о Н,о ↑arrow_forward
- Draw the structure of a monoterpene that undergoes ozonolysis to yield the following two products. Show all possibilities.arrow_forwardThe SN2 reaction is an example of a nucleophilic substitution reaction. Draw the structure of the two reactants and the mechanism of the reaction. The reaction is 1-bromo-3-ethylpentane reacts with cyclohexanol under basic conditions.arrow_forwardHow would you convert ethanoic acid into benzene?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning