Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 23, Problem 23.46P
Use the malonic ester synthesis to prepare each
a.
c.
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PLEASE PLEASE PLEASE use hand drawn structures when poss
. M
1- MATCH each of the following terms to a structure from the list below. There is only one correct
structure for each term and structures may be used more than once. Place the letter of the structure
in the blank to the left of the corresponding term.
A. Sanger dideoxy method
C. Watson-Crick
B. GAUCGUAAA
D. translation
E. HOH2C
OH
OH
G. transcription
I. AUGGCUGAG
0
K. OPOH2C
0-
OH
N-
H
NH2
F. -OPOH2C
0-
OH
OH
H. Maxam-Gilbert method
J. replication
N
L.
HOH2C
a.
b.
C.
d.
e.
f.
g.
B
M. AGATCGCTC
a pyrimidine nucleoside
RNA base sequence with guanine at the 3' end.
DNA base sequence with cytosine at the 3' end.
a purine nucleoside
DNA sequencing method for the human genome
2'-deoxyadenosine 5'-phosphate
process by which mRNA directs protein synthesis
OH
NH2
Please use hand drawn structures when needed
Chapter 23 Solutions
Organic Chemistry
Ch. 23 - Problem 23.1 Draw the enol or keto tautomer(s) of...Ch. 23 - Draw a stepwise mechanism for the following...Ch. 23 - Prob. 23.3PCh. 23 - Prob. 23.4PCh. 23 - Which CH bonds in the following molecules are...Ch. 23 - Prob. 23.6PCh. 23 - Prob. 23.7PCh. 23 - When ethyl acetoacetate (CH3COCH2CO2CH2CH3) is...Ch. 23 - Prob. 23.9PCh. 23 - Prob. 23.10P
Ch. 23 - Prob. 23.11PCh. 23 - Problem 23.11 Draw the products of each...Ch. 23 - Problem 23.12 Draw the products of each reaction....Ch. 23 - Prob. 23.14PCh. 23 - Prob. 23.15PCh. 23 - Prob. 23.16PCh. 23 - Prob. 23.17PCh. 23 - Prob. 23.18PCh. 23 - Problem 23.18 How can pentan-2-one be converted...Ch. 23 - Problem 23.19 Identify A, B, and C, intermediates...Ch. 23 - Prob. 23.21PCh. 23 - Problem 23.21 Draw the products of each...Ch. 23 - Prob. 23.23PCh. 23 - What alkyl halides are needed to prepare each...Ch. 23 - Prob. 23.25PCh. 23 - Prob. 23.26PCh. 23 - Prob. 23.27PCh. 23 - Prob. 23.28PCh. 23 - Prob. 23.29PCh. 23 - 23.29 Draw enol tautomer(s) for each compound....Ch. 23 - 22.30 The cis ketone A is isomerized to a trans...Ch. 23 - Draw enol tautomers for each compound. a. b. c.Ch. 23 - Prob. 23.33PCh. 23 - What hydrogen atoms in each compound have a pKa25?...Ch. 23 - Rank the labeled protons in each compound in order...Ch. 23 - Prob. 23.36PCh. 23 - Prob. 23.37PCh. 23 - Prob. 23.38PCh. 23 - Prob. 23.39PCh. 23 - 23.38 Acyclovir is an effective antiviral agent...Ch. 23 - Prob. 23.41PCh. 23 - 23.39 Explain why forms two different alkylation...Ch. 23 - 23.41 Acid-catalyzed bromination of pentanone ...Ch. 23 - Draw a stepwise mechanism for each reaction. a. b.Ch. 23 - What alkyl halides are needed to prepare each...Ch. 23 - Use the malonic ester synthesis to prepare each...Ch. 23 - 23.45 Devise a synthesis of valproic acid , a...Ch. 23 - Synthesize each compound from diethyl malonate....Ch. 23 - Prob. 23.49PCh. 23 - What alkyl halides are needed to prepare each...Ch. 23 - Synthesize each compound from ethyl acetoacetate....Ch. 23 - Draw the organic products formed in each reaction....Ch. 23 - 23.51 Draw the products formed (including...Ch. 23 - Prob. 23.54PCh. 23 - 23.54 Clopidogrel is the generic name for Plavix,...Ch. 23 - 23.55 What reaction conditions—base, solvent, and...Ch. 23 - Explain why each of the following reactions will...Ch. 23 - Prob. 23.58PCh. 23 - 23.57 Draw a stepwise mechanism showing how two...Ch. 23 - 23.58 Draw a stepwise mechanism for the following...Ch. 23 - Prob. 23.61PCh. 23 - 23.60 Draw stepwise mechanisms illustrating how...Ch. 23 - Prob. 23.63PCh. 23 - Prob. 23.64PCh. 23 - Convert acetophenone (C6H5COCH3) into each of the...Ch. 23 - Prob. 23.66PCh. 23 - Prob. 23.67PCh. 23 - Prob. 23.68PCh. 23 - Synthesize each product from ethyl acetoacetate...Ch. 23 - Prob. 23.70PCh. 23 - Prob. 23.71PCh. 23 - 23.68 Capsaicin, the spicy component of hot...Ch. 23 - 23.69 Treatment of W with , followed by , affords...Ch. 23 - Prob. 23.74PCh. 23 - Prob. 23.75PCh. 23 - Prob. 23.76PCh. 23 - Prob. 23.77PCh. 23 - Prob. 23.78P
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- B. Classify the following amino acid. Atoms other than carbon and hydrogen are labeled. a. acidic b. basic C. neutral C. Consider the following image. Which level of protein structure is shown here? a. primary b. secondary c. tertiary d. quaternary D. Consider the following image. H RH H HR H R HR HR RH Which level of protein structure is shown in the box? a. primary b. secondary R c. tertiary d. quaternary コー Rarrow_forwardBriefly answer three from the followings: a. What are the four structures of the protein? b. Why is the side chain (R) attached to the alpha carbon in the amino acids is important for the function? c. What are the types of amino acids? And how is it depend on the (R) structure? d. Write a reaction to prepare an amino acid. prodarrow_forwardAnswe Answer A and B pleasearrow_forward
- 3. Refer to the data below to answer the following questions: Isoelectric point Amino Acid Arginine 10.76 Glutamic Acid 3.22 Tryptophan 5.89 A. Define isoelectric point. B. The most basic amino acid is C. The most acidic amino acid is sidizo zoarrow_forward3. A gas mixture contains 50 mol% H2 and 50 mol% He. 1.00-L samples of this gas mixture are mixed with variable volumes of O2 (at 0 °C and 1 atm). A spark is introduced to allow the mixture to undergo complete combustion. The final volume is measured at 0 °C and 1 atm. Which graph best depicts the final volume as a function of the volume of added O2? (A) 2.00 1.75 Final Volume, L 1.50 1.25 1.00 0.75 0.50 0.25 0.00 0.00 0.25 0.50 2.00 (B) 1.75 1.50 Final Volume, L 1.25 1.00 0.75 0.50- 0.25 0.00 0.75 1.00 0.00 0.25 Volume O₂ added, L 2 0.50 0.75 1.00 Volume O₂ added, L 2 2.00 2.00 (C) (D) 1.75 1.75 1.50 1.50 Final Volume, L 1.25 1.00 0.75 0.50 Final Volume, L 1.25 1.00 0.75 0.50 0.25 0.25 0.00 0.00 0.00 0.25 0.50 0.75 1.00 0.00 0.25 Volume O₂ added, L 0.50 0.75 1.00 Volume O₂ added, L 2arrow_forwardLeucine is an essential amino acid with the systematic name 2-amino-3-methylpentanoic acid. It has pai 2.36 and pKa2 = 9.60. H2N-C(R)H-COOH and R is -CH2-CH(CH3)2 A. Draw the condensed structure for leucine, and label all chirality centers with an asterisk. B. How many possible stereoisomers of leucine are there? C. Draw a Fischer projection of L-leucine and label the chirality center(s) as R or S. D. What is the p/ of leucine? E. Draw the structure of the predominant form of leucine at 10.00. F. Draw the structure of the predominant form of leucine at pH = 1.50. G. Leucine is described as an essential amino acid. What does this mean? H. Show the alkyl halide you would use to prepare leucine by the amidomalonate method. =arrow_forward
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- 10. Write out the mechanism (intermediate/transition state) for this reaction; indicate stereochemistry in product. H3C CH₂OH CH3 SN1 Harrow_forwardWrite "most" under the member of each trio which is most stable. Write "least under the member of each trio which is least stable. b) Draw a Fischer projection of a pair of enantiomers with three chiral carbons. Which of these two would you expect to be more soluble in water? Why? 1-butanol 1-heptanol Which of these two would you expect to have the higher boiling point? Why? hexyl methyl ether 1-heptanolarrow_forwardWrite "most" under the most acidic compound. Write "least" under the least acidic compound. OH NO₂ OCH3 Br 9. Compound X, C50H84F2, reacts with excess H2/Pd to give a C50H88F2 compound. How many rings are in X? How many double bonds are in X? Show your work.arrow_forward
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