Bundle: Chemistry & Chemical Reactivity, Loose-Leaf Version, 9th + OWLv2, 4 terms (24 Months) Printed Access Card
9th Edition
ISBN: 9781305367425
Author: John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher: Cengage Learning
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Textbook Question
Chapter 8, Problem 53PS
Hydrogenation reactions, which involve the addition of H2 to a molecule, are widely used in industry to transform one compound into another. For example, 1-butene (C4H8) is converted to butane (C4H10) by addition of H2.
Use the bond dissociation enthalpies in Table 8.8 to estimate the enthalpy change for this hydrogenation reaction.
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Solution
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Use retrosynthetic analysis to suggest two paths to synthesize 2-methyl-3-hexanol using the Grignard reaction. (Click and drag
the appropriate image to the correct position in the reactions.)
Route 1
Aldehyde 1
or
+98
Aldehyde 2
Route 2
Q6
+100
Solved in 1 attempt
Q7
+95
Solved in 2 attempts
Q8
+98
Unlimited attempts
possible
+
+
Grignard 1
OH
H3O+
Grignard 2
Answer Bank
Q9
+90
MgBr
Unlimited attempts
possible
CH3CH2CH2MgBr
Q10
Unlimited attempts
Q11
?
?
+100
in 1 attempt
2-methyl-3-hexanol
CH3CH2MgBr
H
H
о
H
Attempt 3
2) (4 pt) After the reaction was completed, the student collected the following data. Crude
product data is the data collected after the reaction is finished, but before the product
is purified. "Pure" product data is the data collected after attempted purification using
recrystallization.
Student B's data:
Crude product data
"Pure"
product data
after
recrystallization
Crude mass: 0.93 g grey solid
Crude mp: 96-106 °C
Crude % yield:
Pure mass: 0.39 g white solid
Pure mp: 111-113 °C
Pure % yield:
a) Calculate the crude and pure percent yields for the student's reaction.
b) Summarize what is indicated by the crude and pure melting points.
Don't used hand raiting
Chapter 8 Solutions
Bundle: Chemistry & Chemical Reactivity, Loose-Leaf Version, 9th + OWLv2, 4 terms (24 Months) Printed Access Card
Ch. 8.2 - Draw Lewis electron dot structures for CH3Cl...Ch. 8.2 - Prob. 2CYUCh. 8.2 - Prob. 3CYUCh. 8.2 - Prob. 4CYUCh. 8.2 - Prob. 1RCCh. 8.2 - 2. Which one of the species in the list below is...Ch. 8.2 - Prob. 3RCCh. 8.2 - Prob. 4RCCh. 8.3 - Prob. 1CYUCh. 8.3 - 1. What is the formal charge of the P atom in the...
Ch. 8.4 - Draw resonance structures for the bicarbonate ion,...Ch. 8.4 - 1. For which of the following species, SO32−, NO+,...Ch. 8.4 - Prob. 2RCCh. 8.5 - Sketch the Lewis structures for CIF2+ and CIF2....Ch. 8.5 - Prob. 1QCh. 8.5 - Prob. 2QCh. 8.5 - Prob. 1RCCh. 8.5 - Prob. 2RCCh. 8.6 - What is the shape of the dichloromethane (CH2C12)...Ch. 8.6 - Give the electron-pair geometry and molecular...Ch. 8.6 - Draw the Lewis structure for lCl2, and then decide...Ch. 8.6 - Prob. 4CYUCh. 8.6 - Which of the following species has...Ch. 8.6 - Prob. 2RCCh. 8.6 - What is the approximate ClCCl bond angle in...Ch. 8.6 - 4. What is the molecular geometry of N2O (where...Ch. 8.7 - Draw the resonance structures for SCN. What are...Ch. 8.7 - For each of the following molecules, decide...Ch. 8.7 - Prob. 1RCCh. 8.7 - 2. Which of the following best describes the...Ch. 8.7 - Three resonance forms can be drawn for the...Ch. 8.8 - The electrostatic potential surface for SOCl2 is...Ch. 8.8 - Using the bond dissociation enthalpies in Table...Ch. 8.8 - Prob. 1RCCh. 8.8 - Prob. 2RCCh. 8.9 - 1. Which of the following species has the longest...Ch. 8.9 - 2. Which of the following species has the largest...Ch. 8.9 - 3. Use bond dissociation enthalpies to estimate...Ch. 8 - Give the periodic group number and number of...Ch. 8 - Give the periodic group number and number of...Ch. 8 - For elements in Groups 4A-7A of the periodic...Ch. 8 - Prob. 4PSCh. 8 - Draw a Lewis structure for each of the following...Ch. 8 - Draw a Lewis structure for each of the following...Ch. 8 - Draw a Lewis structure for each of the following...Ch. 8 - Draw a Lewis structure for each of the following...Ch. 8 - Show all possible resonance structures for each of...Ch. 8 - Show all possible resonance structures for each of...Ch. 8 - Prob. 11PSCh. 8 - Draw a Lewis structure for each of the following...Ch. 8 - Determine the formal charge on each atom in the...Ch. 8 - Determine the formal charge on each atom in the...Ch. 8 - Determine the formal charge on each atom in the...Ch. 8 - Determine the formal charge on each atom in the...Ch. 8 - Draw a Lewis structure for each of the following...Ch. 8 - Prob. 18PSCh. 8 - Prob. 19PSCh. 8 - The following molecules or ions all have three...Ch. 8 - Draw a Lewis structure for each of the following...Ch. 8 - Draw a Lewis structure for each of the following...Ch. 8 - Give approximate values for the indicated bond...Ch. 8 - Give approximate values for the indicated bond...Ch. 8 - Phenylalanine is one of the natural amino acids...Ch. 8 - Acetylacetone has the structure shown here....Ch. 8 - For each pair of bonds, indicate the more polar...Ch. 8 - For each of the bonds listed below, tell which...Ch. 8 - Urea, (NH2)2CO, is used in plastics and...Ch. 8 - Considering both formal charges and bond...Ch. 8 - Considering both formal charge and bond...Ch. 8 - Three resonance structures are possible for...Ch. 8 - Three resonance structures are possible for the...Ch. 8 - Compare the electron dot structures of the...Ch. 8 - Compare the electron dot structures of the...Ch. 8 - The chemistry of the nitrite ion and HNO2: (a) Two...Ch. 8 - Draw the resonance structures for the formate ion,...Ch. 8 - Prob. 39PSCh. 8 - Consider the following molecules: (a) CH4 (b)...Ch. 8 - Which of the following molecules is(are) polar?...Ch. 8 - Prob. 42PSCh. 8 - Give the bond order for each bond in the following...Ch. 8 - Prob. 44PSCh. 8 - In each pair of bonds, predict which is shorter....Ch. 8 - In each pair of bonds, predict which is shorter....Ch. 8 - Prob. 47PSCh. 8 - Compare the carbon-oxygen bond lengths in the...Ch. 8 - Consider the carbon-oxygen bond in formaldehyde...Ch. 8 - Compare the nitrogen-nitrogen bond in hydrazine,...Ch. 8 - Ethanol can be made by the reaction of ethylene...Ch. 8 - Methanol can be made by partial oxidation of...Ch. 8 - Hydrogenation reactions, which involve the...Ch. 8 - Phosgene, Cl2CO, is a highly toxic gas that was...Ch. 8 - The compound oxygen difluoride is quite reactive,...Ch. 8 - Oxygen atoms can combine with ozone to form...Ch. 8 - Prob. 57GQCh. 8 - Prob. 58GQCh. 8 - Which of the following compounds or ions do not...Ch. 8 - Prob. 60GQCh. 8 - Draw resonance structures for the formate ion,...Ch. 8 - Prob. 62GQCh. 8 - Prob. 63GQCh. 8 - What is the principle of electroneutrality? Use...Ch. 8 - Prob. 65GQCh. 8 - Draw resonance structures for the SO2 molecule,...Ch. 8 - What are the orders of the NO bonds in NO2 and...Ch. 8 - Which has the greater ONO bond angle, NO2 or NO2+?...Ch. 8 - Compare the FClF angles in CIF2+ and ClF2. Using...Ch. 8 - Draw an electron dot structure for the cyanide...Ch. 8 - Draw the electron dot structure for the sulfite...Ch. 8 - Dinitrogen monoxide, N2O, can decompose to...Ch. 8 - The equation for the combustion of gaseous...Ch. 8 - The cyanate ion, OCN, has the least...Ch. 8 - Vanillin is the flavoring agent in vanilla extract...Ch. 8 - Explain why (a) XeF2 has a linear molecular...Ch. 8 - The formula for nitryl chloride is ClNO2 (in which...Ch. 8 - Hydroxyproline is a less-common amino acid. (a)...Ch. 8 - Amides are an important class of organic...Ch. 8 - Prob. 81GQCh. 8 - The molecule shown here. 2-furylmelhanethiol, is...Ch. 8 - Dihydroxyacetone is a component of quick-tanning...Ch. 8 - It is possible to draw three resonance structures...Ch. 8 - Acrolein is used to make plastics. Suppose this...Ch. 8 - Molecules in space: (a) In addition to molecules...Ch. 8 - 1,2-Dichloroethylene can be synthesized by adding...Ch. 8 - The molecule pictured below is epinephrine, a...Ch. 8 - You are doing an experiment in the laboratory and...Ch. 8 - Prob. 90ILCh. 8 - A paper published in the research Journal Science...Ch. 8 - Uracil is one of the bases in RNA, a close...Ch. 8 - Prob. 93SCQCh. 8 - Prob. 94SCQCh. 8 - Bromine-containing species play a role in...Ch. 8 - Acrylamide, H2C=CHCONH2, is a known neurotoxin and...
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- A DEPT NMR spectrum is shown for a molecule with the molecular formula of C5H12O. Draw the structure that best fits this data. 200 180 160 140 120 100 一盆 00 40 8- 20 ppm 0 Qarrow_forwardDon't used hand raitingarrow_forwardShown below is the major resonance structure for a molecule. Draw the second best resonance structure of the molecule. Include all non-zero formal charges. H. H. +N=C H H H Cl: Click and drag to start drawing a structure. : ? g B S olo Ar B Karrow_forward
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