Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
9th Edition
ISBN: 9781305082144
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 22.SE, Problem 39AP
Interpretation Introduction
a)
Interpretation:
The resonance structures for the anion shown are to be drawn.
Concept introduction:
Resonance forms differ only in the position of the π bonding and nonbonding pair of electrons. The position and hybridization of the atoms do not change from one resonance form to the other. Octet rule is applied while writing the different resonance forms.
Interpretation Introduction
b)
Interpretation:
The resonance structures for the anion shown are to be drawn.
Concept introduction:
Resonance forms differ only in the position of the π bonding and nonbonding pair of electrons. The position and hybridization of the atoms do not change from one resonance form to the other. Octet rule is applied while writing the different resonance forms.
Interpretation Introduction
c)
Interpretation:
The resonance structures for the anion shown are to be drawn.
Concept introduction:
Resonance forms differ only in the position of the π bonding and nonbonding pair of electrons. The position and hybridization of the atoms do not change from one resonance form to the other. Octet rule is applied while writing the different resonance forms.
Interpretation Introduction
d)
Interpretation:
The resonance structures for the anion shown are to be drawn.
Concept introduction:
Resonance forms differ only in the position of the π bonding and nonbonding pair of electrons. The position and hybridization of the atoms do not change from one resonance form to the other. Octet rule is applied while writing the different resonance forms.
Interpretation Introduction
e)
Interpretation:
The resonance structures for the anion shown are to be drawn.
Concept introduction:
Resonance forms differ only in the position of the π bonding and nonbonding pair of electrons. The position and hybridization of the atoms do not change from one resonance form to the other. Octet rule is applied while writing the different resonance forms.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
There are 48 pairs of students in the following table. Each pair has quantitatively determined the mass of taurine in a 250 mL can of the popular energy drink marketed as “Munster” using High Performance Liquid Chromatography (HPLC). The class results are presented below:
QUESTION: Calculate the measurement of uncertainty and provide the data in a spreadsheet table.
Mass of Taurine (mg)
Mass of Taurine (mg)
(Table continued)
152.01
152.23
151.87
151.45
154.11
152.64
152.98
153.24
152.88
151.45
153.49
152.48
150.68
152.33
151.52
153.63
152.48
151.68
153.17
153.40
153.77
153.67
152.34
153.16
152.57
153.02
152.86
151.50
151.23
152.57
152.72
151.54
146.47
152.38
152.44
152.54
152.53
152.54
151.32
152.87
151.24
153.26
152.02
152.90
152.87
151.49
152.46
152.58
1. Predict the organic product(s) of the following reactions. Assume excess of reagents unless
otherwise noted.
a)
&l
BH3 •THF
b)
1) NaOH
2) H3O+
solve
d)
ala
1) EtMgBr
2) H3O+
e)
H2N
سكر
CuLi
NH2
1) SOCI2
2) EtMgBr
3) H3O+
NC
H3O+
Δ
There are 48 pairs of students in the following table. Each pair has quantitatively determined the mass of taurine in a 250 mL can of the popular energy drink marketed as “Munster” using High Performance Liquid Chromatography (HPLC). The class results are presented below:
QUESTION: Summarise and report these results including an indication of measurement uncertainty.
In both calculation samples calculate if an outlier is present, max value, number of samples, mean, standard deviation, g (suspect), g (critical) and t (critical).
Mass of Taurine (mg)
Mass of Taurine (mg)
(Table continued)
152.01
152.23
151.87
151.45
154.11
152.64
152.98
153.24
152.88
151.45
153.49
152.48
150.68
152.33
151.52
153.63
152.48
151.68
153.17
153.40
153.77
153.67
152.34
153.16
152.57
153.02
152.86
151.50
151.23
152.57
152.72
151.54
146.47
152.38
152.44
152.54
152.53
152.54
151.32…
Chapter 22 Solutions
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
Ch. 22.1 - Prob. 1PCh. 22.1 - How many acidic hydrogens does each of the...Ch. 22.1 - Prob. 3PCh. 22.3 - Write the complete mechanism for the deuteration...Ch. 22.3 - Prob. 5PCh. 22.4 - If methanol rather than water is added at the end...Ch. 22.5 - Prob. 7PCh. 22.5 - Draw a resonance structure of the acetonitrile...Ch. 22.6 - If methanol rather than water is added at the end...Ch. 22.7 - Prob. 10P
Ch. 22.7 - Draw a resonance structure of the acetonitrile...Ch. 22.7 - Why do you suppose ketone halogenations in acidic...Ch. 22.7 - Prob. 13PCh. 22.7 - Prob. 14PCh. 22.7 - Prob. 15PCh. 22.7 - Prob. 16PCh. 22.SE - Prob. 17VCCh. 22.SE - Prob. 18VCCh. 22.SE - Prob. 19VCCh. 22.SE - Prob. 20MPCh. 22.SE - Predict the product(s) and provide the mechanism...Ch. 22.SE - Predict the product(s) and provide the mechanism...Ch. 22.SE - Prob. 23MPCh. 22.SE - In the Hell–Volhard–Zelinskii reaction, only a...Ch. 22.SE - Prob. 25MPCh. 22.SE - Nonconjugated , -unsaturated ketones, such as...Ch. 22.SE - Prob. 27MPCh. 22.SE - Using curved arrows, propose a mechanism for the...Ch. 22.SE - Prob. 29MPCh. 22.SE - One of the later steps in glucose biosynthesis is...Ch. 22.SE - The Favorskii reaction involves treatment of an...Ch. 22.SE - Treatment of a cyclic ketone with diazomethane is...Ch. 22.SE - Prob. 33MPCh. 22.SE - Amino acids can be prepared by reaction of alkyl...Ch. 22.SE - Amino acids can also be prepared by a two-step...Ch. 22.SE - Heating carvone with aqueous sulfuric acid...Ch. 22.SE - Identify all the acidic hydrogens (pKa 25) in the...Ch. 22.SE - Rank the following compounds in order of...Ch. 22.SE - Prob. 39APCh. 22.SE - Base treatment of the following , -unsaturated...Ch. 22.SE - Prob. 41APCh. 22.SE - Prob. 42APCh. 22.SE - Prob. 43APCh. 22.SE - Which, if any, of the following compounds can be...Ch. 22.SE - Prob. 45APCh. 22.SE - Prob. 46APCh. 22.SE - Prob. 47APCh. 22.SE - How might you convert geraniol into either ethyl...Ch. 22.SE - Prob. 49APCh. 22.SE - One way to determine the number of acidic...Ch. 22.SE - Prob. 51APCh. 22.SE - Prob. 52APCh. 22.SE - Prob. 53APCh. 22.SE - Prob. 54APCh. 22.SE - Prob. 55APCh. 22.SE - Prob. 56APCh. 22.SE - All attempts to isolate primary and secondary...Ch. 22.SE - How would you synthesize the following compounds...Ch. 22.SE - Prob. 59APCh. 22.SE - Prob. 60APCh. 22.SE - Prob. 61APCh. 22.SE - Prob. 62APCh. 22.SE - As far back as the 16th century, South American...Ch. 22.SE - The key step in a reported laboratory synthesis of...Ch. 22.SE - Prob. 65AP
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Indicate the rate expressions for reactions that have order 0, 1, and 2.arrow_forwardPROBLEMS Q1) Label the following salts as either acidic, basic, or neutral a) Fe(NOx) c) AlBr b) NH.CH COO d) HCOON (1/2 mark each) e) Fes f) NaBr Q2) What is the pH of a 0.0750 M solution of sulphuric acid?arrow_forward8. Draw all the resonance forms for each of the fling molecules or ions, and indicate the major contributor in each case, or if they are equivalent (45) (2) -PH2 سمة مدarrow_forward
- A J то گای ه +0 Also calculate the amount of starting materials chlorobenzaldehyde and p-chloroacetophenone required to prepare 400 mg of the given chalcone product 1, 3-bis(4-chlorophenyl)prop-2-en-1-one molar mass ok 1,3-bis(4-Chlorophenyl) prop-2-en-1-one = 277.1591m01 number of moles= 0.400/277.15 = 0.00144 moles 2 x 0.00 144=0.00288 moves arams of acetophenone = 0.00144 X 120.16 = 0.1739 0.1739x2=0.3469 grams of benzaldehyde = 0.00144X106.12=0.1539 0.1539x2 = 0.3069 Starting materials: 0.3469 Ox acetophenone, 0.3069 of benzaldehyde 3arrow_forward1. Answer the questions about the following reaction: (a) Draw in the arrows that can be used make this reaction occur and draw in the product of substitution in this reaction. Be sure to include any relevant stereochemistry in the product structure. + SK F Br + (b) In which solvent would this reaction proceed the fastest (Circle one) Methanol Acetone (c) Imagine that you are working for a chemical company and it was your job to perform a similar reaction to the one above, with the exception of the S atom in this reaction being replaced by an O atom. During the reaction, you observe the formation of three separate molecules instead of the single molecule obtained above. What is the likeliest other products that are formed? Draw them in the box provided.arrow_forward3. For the reactions below, draw the arrows corresponding to the transformations and draw in the boxes the reactants or products as indicated. Note: Part A should have arrows drawn going from the reactants to the middle structure and the arrows on the middle structure that would yield the final structure. For part B, you will need to draw in the reactant before being able to draw the arrows corresponding to product formation. A. B. Rearrangement ΘΗarrow_forward
- 2. Draw the arrows required to make the following reactions occur. Please ensure your arrows point from exactly where you want to exactly where you want. If it is unclear from where arrows start or where they end, only partial credit will be given. Note: You may need to draw in lone pairs before drawing the arrows. A. B. H-Br 人 C Θ CI H Cl Θ + Br Oarrow_forward4. For the reactions below, draw the expected product. Be sure to indicate relevant stereochemistry or formal charges in the product structure. a) CI, H e b) H lux ligh Br 'Harrow_forwardArrange the solutions in order of increasing acidity. (Note that K (HF) = 6.8 x 10 and K (NH3) = 1.8 × 10-5) Rank solutions from least acidity to greatest acidity. To rank items as equivalent, overlap them. ▸ View Available Hint(s) Least acidity NH&F NaBr NaOH NH,Br NaCIO Reset Greatest acidityarrow_forward
- 1. Consider the following molecular-level diagrams of a titration. O-HA molecule -Aion °° о ° (a) о (b) (c) (d) a. Which diagram best illustrates the microscopic representation for the EQUIVALENCE POINT in a titration of a weak acid (HA) with sodium. hydroxide? (e)arrow_forwardAnswers to the remaining 6 questions will be hand-drawn on paper and submitted as a single file upload below: Review of this week's reaction: H₂NCN (cyanamide) + CH3NHCH2COOH (sarcosine) + NaCl, NH4OH, H₂O ---> H₂NC(=NH)N(CH3)CH2COOH (creatine) Q7. Draw by hand the reaction of creatine synthesis listed above using line structures without showing the Cs and some of the Hs, but include the lone pairs of electrons wherever they apply. (4 pts) Q8. Considering the Zwitterion form of an amino acid, draw the Zwitterion form of Creatine. (2 pts) Q9. Explain with drawing why the C-N bond shown in creatine structure below can or cannot rotate. (3 pts) NH2(C=NH)-N(CH)CH2COOH This bond Q10. Draw two tautomers of creatine using line structures. (Note: this question is valid because problem Q9 is valid). (4 pts) Q11. Mechanism. After seeing and understanding the mechanism of creatine synthesis, students should be ready to understand the first half of one of the Grignard reactions presented in a past…arrow_forwardPropose a synthesis pathway for the following transformations. b) c) d)arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning