EBK ORGANIC AND BIOLOGICAL CHEMISTRY
7th Edition
ISBN: 9780100547742
Author: STOKER
Publisher: YUZU
expand_more
expand_more
format_list_bulleted
Question
Chapter 5, Problem 5.164EP
Interpretation Introduction
Interpretation:
Ionic form structural formula of the organic products that are formed from phosphorylation reaction of ethyl ester of diphosphoric acid with methyl alcohol has to be drawn.
Concept Introduction:
Esters are obtained when an acid react with an alcohol. If the considered acid is a
Phosphoric acid has three hydroxyl groups. Hence, it can form three types of esters. They are mono-, di-, and tri- ester of phosphoric acid. The ionic form of the phosphoric ester contains the terminal phosphate group. Transfer of the phosphoryl group from one molecule to another is known as phosphorylation reaction.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
(racemic)
19.84 Using your reaction roadmaps as a guide, show how to convert 2-oxepanone and ethanol
into 1-cyclopentenecarbaldehyde. You must use 2-oxepanone as the source of all carbon
atoms in the target molecule. Show all reagents and all molecules synthesized along
the way.
&
+ EtOH
H
2-Oxepanone
1-Cyclopentenecarbaldehyde
R₂
R₁
R₁
a
R
Rg
Nu
R₂
Rg
R₁
R
R₁₂
R3
R
R
Nu enolate forming
R₁ R
B-Alkylated carbonyl
species or amines
Cyclic B-Ketoester
R₁₁
HOB
R
R₁B
R
R₁₂
B-Hydroxy carbonyl
R
diester
R2 R3
R₁
RB
OR
R₂ 0
aB-Unsaturated carbonyl
NaOR
Aldol
HOR
reaction
1) LDA
2) R-X
3) H₂O/H₂O
ketone,
aldehyde
1) 2°-amine
2) acid chloride
3) H₂O'/H₂O
0
O
R₁
R₁
R
R₁
R₁₂
Alkylated a-carbon
R₁
H.C
R₁
H.C
Alkylated methyl ketone
acetoacetic
ester
B-Ketoester
ester
R₁
HO
R₂ R
B-Dicarbonyl
HO
Alkylated carboxylic acid
malonic ester
Write the reagents required to bring about each reaction next to the arrows shown.
Next, record any regiochemistry or stereochemistry considerations relevant to the
reaction. You should also record any key aspects of the mechanism, such as forma-
tion of an important intermediate, as a helpful reminder. You may want to keep
track of all reactions that make carbon-carbon bonds, because these help you build
large molecules from smaller fragments. This especially applies to the reactions in…
Provide the reasonable steps to achieve the following synthesis.
Chapter 5 Solutions
EBK ORGANIC AND BIOLOGICAL CHEMISTRY
Ch. 5.1 - Prob. 1QQCh. 5.1 - Prob. 2QQCh. 5.1 - Prob. 3QQCh. 5.1 - Prob. 4QQCh. 5.1 - Prob. 5QQCh. 5.2 - Prob. 1QQCh. 5.2 - Prob. 2QQCh. 5.2 - Prob. 3QQCh. 5.2 - Prob. 4QQCh. 5.2 - Prob. 5QQ
Ch. 5.3 - Prob. 1QQCh. 5.3 - Prob. 2QQCh. 5.3 - Prob. 3QQCh. 5.4 - Prob. 1QQCh. 5.4 - Prob. 2QQCh. 5.4 - Prob. 3QQCh. 5.5 - Prob. 1QQCh. 5.5 - Prob. 2QQCh. 5.5 - Prob. 3QQCh. 5.6 - Prob. 1QQCh. 5.6 - Prob. 2QQCh. 5.7 - Which of the following statements about acid...Ch. 5.7 - Prob. 2QQCh. 5.7 - Prob. 3QQCh. 5.8 - Prob. 1QQCh. 5.8 - Prob. 2QQCh. 5.8 - Prob. 3QQCh. 5.8 - Prob. 4QQCh. 5.9 - Prob. 1QQCh. 5.9 - Prob. 2QQCh. 5.10 - Prob. 1QQCh. 5.10 - Prob. 2QQCh. 5.11 - Prob. 1QQCh. 5.11 - Prob. 2QQCh. 5.11 - Prob. 3QQCh. 5.12 - Prob. 1QQCh. 5.12 - Prob. 2QQCh. 5.12 - Prob. 3QQCh. 5.12 - Prob. 4QQCh. 5.13 - Prob. 1QQCh. 5.13 - Prob. 2QQCh. 5.14 - Prob. 1QQCh. 5.14 - Prob. 2QQCh. 5.14 - Prob. 3QQCh. 5.15 - Prob. 1QQCh. 5.15 - Prob. 2QQCh. 5.15 - Prob. 3QQCh. 5.16 - Prob. 1QQCh. 5.16 - Prob. 2QQCh. 5.16 - Prob. 3QQCh. 5.17 - Prob. 1QQCh. 5.17 - Prob. 2QQCh. 5.18 - Prob. 1QQCh. 5.18 - Prob. 2QQCh. 5.18 - Prob. 3QQCh. 5.19 - Prob. 1QQCh. 5.19 - Prob. 2QQCh. 5.19 - Prob. 3QQCh. 5.19 - Prob. 4QQCh. 5.20 - Prob. 1QQCh. 5.20 - Prob. 2QQCh. 5.20 - Prob. 3QQCh. 5.20 - Prob. 4QQCh. 5 - Prob. 5.1EPCh. 5 - Prob. 5.2EPCh. 5 - Prob. 5.3EPCh. 5 - Indicate whether or not each of the compounds in...Ch. 5 - Prob. 5.5EPCh. 5 - Prob. 5.6EPCh. 5 - Prob. 5.7EPCh. 5 - Prob. 5.8EPCh. 5 - Prob. 5.9EPCh. 5 - Prob. 5.10EPCh. 5 - Prob. 5.11EPCh. 5 - Prob. 5.12EPCh. 5 - Prob. 5.13EPCh. 5 - Prob. 5.14EPCh. 5 - Prob. 5.15EPCh. 5 - Assign an IUPAC name to each of the following...Ch. 5 - Prob. 5.17EPCh. 5 - Prob. 5.18EPCh. 5 - Prob. 5.19EPCh. 5 - Prob. 5.20EPCh. 5 - Prob. 5.21EPCh. 5 - Prob. 5.22EPCh. 5 - Prob. 5.23EPCh. 5 - Prob. 5.24EPCh. 5 - Prob. 5.25EPCh. 5 - Prob. 5.26EPCh. 5 - Prob. 5.27EPCh. 5 - Prob. 5.28EPCh. 5 - Prob. 5.29EPCh. 5 - Prob. 5.30EPCh. 5 - Prob. 5.31EPCh. 5 - Prob. 5.32EPCh. 5 - Prob. 5.33EPCh. 5 - Prob. 5.34EPCh. 5 - Prob. 5.35EPCh. 5 - Prob. 5.36EPCh. 5 - Prob. 5.37EPCh. 5 - Prob. 5.38EPCh. 5 - Prob. 5.39EPCh. 5 - Prob. 5.40EPCh. 5 - Determine the maximum number of hydrogen bonds...Ch. 5 - Prob. 5.42EPCh. 5 - Prob. 5.43EPCh. 5 - Prob. 5.44EPCh. 5 - Prob. 5.45EPCh. 5 - Prob. 5.46EPCh. 5 - Prob. 5.47EPCh. 5 - Prob. 5.48EPCh. 5 - Prob. 5.49EPCh. 5 - Prob. 5.50EPCh. 5 - Prob. 5.51EPCh. 5 - Prob. 5.52EPCh. 5 - Prob. 5.53EPCh. 5 - Prob. 5.54EPCh. 5 - Draw structural formulas for the following...Ch. 5 - Prob. 5.56EPCh. 5 - Give the IUPAC name for each of the following...Ch. 5 - Give the IUPAC name for each of the following...Ch. 5 - Prob. 5.59EPCh. 5 - Prob. 5.60EPCh. 5 - Prob. 5.61EPCh. 5 - Prob. 5.62EPCh. 5 - Prob. 5.63EPCh. 5 - Prob. 5.64EPCh. 5 - Prob. 5.65EPCh. 5 - Which three carboxylic acids have salts that are...Ch. 5 - Prob. 5.67EPCh. 5 - Which carboxylic acid has salts that are used to...Ch. 5 - Prob. 5.69EPCh. 5 - Prob. 5.70EPCh. 5 - Prob. 5.71EPCh. 5 - Prob. 5.72EPCh. 5 - Prob. 5.73EPCh. 5 - Prob. 5.74EPCh. 5 - Prob. 5.75EPCh. 5 - Prob. 5.76EPCh. 5 - Prob. 5.77EPCh. 5 - Prob. 5.78EPCh. 5 - Prob. 5.79EPCh. 5 - Prob. 5.80EPCh. 5 - Prob. 5.81EPCh. 5 - Prob. 5.82EPCh. 5 - Prob. 5.83EPCh. 5 - Prob. 5.84EPCh. 5 - Prob. 5.85EPCh. 5 - Prob. 5.86EPCh. 5 - Prob. 5.87EPCh. 5 - Prob. 5.88EPCh. 5 - Prob. 5.89EPCh. 5 - Prob. 5.90EPCh. 5 - Assign common names to each of the esters in...Ch. 5 - Prob. 5.92EPCh. 5 - Prob. 5.93EPCh. 5 - Assign an IUPAC name to each of the following...Ch. 5 - Draw a structural formula for each of the...Ch. 5 - Prob. 5.96EPCh. 5 - Prob. 5.97EPCh. 5 - Prob. 5.98EPCh. 5 - Prob. 5.99EPCh. 5 - Prob. 5.100EPCh. 5 - Prob. 5.101EPCh. 5 - How many carbon atoms are present in a molecule of...Ch. 5 - Prob. 5.103EPCh. 5 - Prob. 5.104EPCh. 5 - Prob. 5.105EPCh. 5 - Prob. 5.106EPCh. 5 - Prob. 5.107EPCh. 5 - Prob. 5.108EPCh. 5 - Prob. 5.109EPCh. 5 - Prob. 5.110EPCh. 5 - Prob. 5.111EPCh. 5 - Prob. 5.112EPCh. 5 - Prob. 5.113EPCh. 5 - Prob. 5.114EPCh. 5 - Prob. 5.115EPCh. 5 - Prob. 5.116EPCh. 5 - Prob. 5.117EPCh. 5 - Prob. 5.118EPCh. 5 - Prob. 5.119EPCh. 5 - Prob. 5.120EPCh. 5 - Prob. 5.121EPCh. 5 - Prob. 5.122EPCh. 5 - Prob. 5.123EPCh. 5 - Prob. 5.124EPCh. 5 - Write the structural formulas of the reaction...Ch. 5 - Prob. 5.126EPCh. 5 - Prob. 5.127EPCh. 5 - Prob. 5.128EPCh. 5 - Prob. 5.129EPCh. 5 - Prob. 5.130EPCh. 5 - Prob. 5.131EPCh. 5 - Prob. 5.132EPCh. 5 - Prob. 5.133EPCh. 5 - Prob. 5.134EPCh. 5 - Prob. 5.135EPCh. 5 - Prob. 5.136EPCh. 5 - Prob. 5.137EPCh. 5 - Prob. 5.138EPCh. 5 - Prob. 5.139EPCh. 5 - Prob. 5.140EPCh. 5 - Prob. 5.141EPCh. 5 - Prob. 5.142EPCh. 5 - Prob. 5.143EPCh. 5 - Prob. 5.144EPCh. 5 - Prob. 5.145EPCh. 5 - Prob. 5.146EPCh. 5 - Prob. 5.147EPCh. 5 - Prob. 5.148EPCh. 5 - Draw a condensed structural formula for the...Ch. 5 - Draw a condensed structural formula for the...Ch. 5 - Prob. 5.151EPCh. 5 - Prob. 5.152EPCh. 5 - Prob. 5.153EPCh. 5 - Prob. 5.154EPCh. 5 - Prob. 5.155EPCh. 5 - Prob. 5.156EPCh. 5 - Prob. 5.157EPCh. 5 - Prob. 5.158EPCh. 5 - Prob. 5.159EPCh. 5 - Prob. 5.160EPCh. 5 - Prob. 5.161EPCh. 5 - Prob. 5.162EPCh. 5 - Prob. 5.163EPCh. 5 - Prob. 5.164EP
Knowledge Booster
Similar questions
- (a) Draw the structures of A and B in the following reaction. (i) NaNH2, NH3(1) A + B (ii) H3O+arrow_forwardFor the reaction 2 N2O5(g) → 4 NO2(g) + O2(g), the following mechanism has been proposed: N2O5 →> NO₂+ NO3_(K1) NO2 + NO3 → N2O5 (k-1) NO2 + NO3 → → NO2 + O2 + NO (K2) NO + N2O5- NO2 + NO2 + NO2 (K3) d[N₂O5] __2k‚k₂[N2O5] Indicate whether the following rate expression is acceptable: dt k₁₁+ k₂arrow_forwardConsider the following decomposition reaction of N2O5(g): For the reaction 2 N2O5(g) → 4 NO2(g) + O2(g), the following mechanism has been proposed: N2O5 → NO2 + NO3 (K1) NO2 + NO3 → N2O5 (k-1) NO2 + NO3 → NO2 + O2 + NO (K2) NO + N2O5 → NO2 + NO2 + NO2 (K3) Indicate whether the following rate expression is acceptable: d[N2O5] = -k₁[N₂O₂] + K¸₁[NO₂][NO3] - K¸[NO₂]³ dtarrow_forward
- In a reaction of A + B to give C, another compound other than A, B or C may appear in the kinetic equation.arrow_forwardFor the reaction 2 N2O5(g) → 4 NO2(g) + O2(g), the following mechanism has been proposed: N2O5 →> NO₂+ NO3_(K1) NO2 + NO3 → N2O5 (k-1) NO2 + NO3 → → NO2 + O2 + NO (K2) NO + N2O5- NO2 + NO2 + NO2 (K3) d[N₂O5] __2k‚k₂[N2O5] Indicate whether the following rate expression is acceptable: dt k₁₁+ k₂arrow_forwardGiven the reaction R + Q → P, indicate the rate law with respect to R, with respect to P and with respect to P.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,
General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Chemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning