Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 27, Problem 68P
Interpretation Introduction
Interpretation: A stepwise synthesis of the tripeptide Val-Leu-Val from
Concept introduction: Amino acids are biologically important organic molecules that contain
When two or more amino acids are linked in a chain, a compound called peptide is formed in which the carboxyl group of each acid is joined to the amino group of the next forming a
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Chapter 27 Solutions
Organic Chemistry (6th Edition)
Ch. 27.1 - Prob. 1PCh. 27.1 - Problem 29.2
What form exists at the isoelectric...Ch. 27.1 - Problem 29.3
Explain why the of the group of an...Ch. 27.1 - Prob. 4PCh. 27.2 - Problem 29.5
What -halo carbonyl compound is...Ch. 27.2 - Problem 29.6
The enolate derived from diethyl...Ch. 27.2 - Problem 29.7
What amino acid is formed when is...Ch. 27.2 - Problem 29.8
What aldehyde is needed to synthesize...Ch. 27.2 - Problem 29.9
Draw the products of each...Ch. 27.3 - Prob. 10P
Ch. 27.3 - Prob. 11PCh. 27.3 - Prob. 12PCh. 27.4 - Problem 29.13
What alkene is needed to synthesize...Ch. 27.5 - Problem 29.14
Draw the structure of each peptide....Ch. 27.5 - Problem 29.15
Name each peptide using both the...Ch. 27 - Draw the product formed when the following amino...Ch. 27 - With reference to the following peptide: a...Ch. 27 - Prob. 31PCh. 27 - Histidine is classified as a basic amino acid...Ch. 27 - Tryptophan is not classified as a basic amino acid...Ch. 27 - What is the structure of each amino acid at its...Ch. 27 - What is the predominant form of each of the...Ch. 27 - 29.37 What is the predominant form of each of the...Ch. 27 - a. Draw the structure of the tripeptide A–A–A, and...Ch. 27 - 29.39 Draw the organic products formed in each...Ch. 27 - 29.40 What alkyl halide is needed to synthesize...Ch. 27 - Prob. 50PCh. 27 - Draw the structure for each peptide: (a) Phe–Ala;...Ch. 27 - 29.52 For the tetrapeptide Asp–Arg–Val–Tyr:
a....Ch. 27 - Prob. 53PCh. 27 - Prob. 54PCh. 27 - 29.55 Draw the amino acids and peptide fragments...Ch. 27 - Prob. 56PCh. 27 - Prob. 57PCh. 27 - Prob. 58PCh. 27 - 29.59 An octapeptide contains the following amino...Ch. 27 - 29.60 Draw the organic products formed in each...Ch. 27 - 29.65 Draw the mechanism for the reaction that...Ch. 27 - 29.66 Which of the following amino acids are...Ch. 27 - 29.67 After the peptide chain of collagen has been...Ch. 27 - Prob. 68PCh. 27 - Prob. 69PCh. 27 - 29.70 The anti-obesity drug orlistat works by...Ch. 27 - Prob. 71P
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- Determine the reagents and the structure of the intermediate products to complete the following reaction sequence (1/2 eq.) NaNH, Br OH OHarrow_forwardSynthesize the product from the given material. Give the reagents necessary and draw out any intermediate products along the way.arrow_forwardDevise a synthesis of CH3CH2C≡CCH2CH2CH3using CH3CH2CH=CH2as the starting material. You may use any other organic compounds or inorganic reagents.arrow_forward
- a) b) c) d) type type OEt type SN ₂ HI ether Br₂, H₂O alkere in a) NaOEt/EtOH b) neutralize type elimination Ixp a) cH₂ B‹ b) NaOH you c) aq. malonic Ester Synthesis aq, HCl OHarrow_forwardThe reaction of p-cresol with CH2=O resembles the reaction of phenol (PhOH) with CH2=O, except that the resulting polymer is thermoplastic but not thermosetting. Draw the structure of the polymer formed, and explain why the properties of these two polymers are so different.arrow_forwardWhat product is formed when attached compound is treated with either Ag2O, NH4OH or Na2Cr2O7, H2SO4, H2O?arrow_forward
- could you synthesize isopropyl propyl ether, using isopropyl alcohol as the only carbon-containing reagent?arrow_forwardDraw the product formed when CH3CH2C=CH is treated with each of the following sets of reagents: (a) H2O, H2SO4, HgSO4; and (b) R2BH, followed by H2O2, HO−.arrow_forwardThe following reaction could be classified as which type of acyl substitution? More than one step might be nucleophilic needed. O || CH3CH₂CHCH₂C-Cl CH3 Select one or more: reduction. hydrolysis. alcoholysis. amoniolysis Grignard reaction. + O || CH₂CH₂CHCH₂C-OH CH;arrow_forward
- The reaction of p-cresol with CH2=O resembles the reaction of phenol (PHOH) with CH2 = 0, except that the resulting polymer is thermoplastic but not thermosetting. Draw the structure of the polymer formed, and explain why the properties of these two polymers are so different. CH3 OH + CH2=0 p-cresolarrow_forwardLactones, cyclic esters such as compound A, are prepared byhalolactonization, an addition reaction to an alkene. For example,iodolactonization of B forms lactone C, a key intermediate in thesynthesis of prostaglandin PGF2α. Draw a stepwise mechanism for this addition reaction.arrow_forwardDevise a synthesis of each substituted cyclopropane. Use acetylene (HC≡CH) as a starting material in part (a), and cyclohexanone as a starting material in part (b). You may use any other organic compounds and any needed reagents.arrow_forward
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