Chemistry
14th Edition
ISBN: 9781264243709
Author: Chang, Raymond
Publisher: MCGRAW-HILL HIGHER EDUCATION
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 10, Problem 10.111QP
The molecule benzyne (C6H4) is a very reactive species. It resembles benzene in that it has a six-membered ring of carbon atoms. Draw a Lewis structure of the molecule and account for the molecule’s high reactivity.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Part VII. The H-NMR of a compound with molecular formula C5 H 10 O2 is given below.
Find the following:
(a) The no. of protons corresponding to each signal in the spectra
(6) Give the structure of the compound and assign the signals to each
proton in the compound.
a
70.2
Integration Values
C5H10O2
b
47.7
C
46.5
d
69.5
3.6 3.5
3.4 3.3 3.2 3.1 3.0
2.9 2.8
2.7
2.6 2.5
2.4 2.3 2.2 2.1 2.0
Chemical Shift (ppm)
1.9
1.8
1.7 1.6
1.5
1.4 1.3 1.2
1.1 1.0
0.9 0.8
Part 111. 1 H-NMR spectrum of a compound with integration values in red is given below.
Answer the following:
(a) write the signals in the 'H-NMR spectrum to the corresponding protons on the structure
of the molecule below.
(b) Identify the theoretical multiplicities for each proton in the compound. Also give the possible.
complex splitting patterns assuming J values are not similar.
там
Br
22
2
3
6
4 7.2 7.0 6.8 6.6 6.4 6.2 6.0 5.8 5.6 5.4 5.2 5.0 4.8 4.6 4.4 4.2 4.0 3.8 3.6 3.4 3.2 3.0 2.8 2.6 2.4 2.2 2.0 1.8 1.6 1.4 1.2 1.0 0.8 0
Chemical Shift (ppm)
ra.
Br
2
3
6
6
2.5
2.4
2.3
2.2
2.1
2.0
1.9
1.8
1.7
1.6
1.5
1.4
1.3
1.2
1.1
1.0
0.9
0.8
Chemical Shift (ppm)
2
2
Br
7.3
7.2
7.1
7.0 6.9
6.7 6.6 6.5
6.4
6.3
6.2
6.1
6.0
Chemical Shift (ppm)
5.9
5.8 5.7
5.5 5.4 5.3 5.2
5.0 4.9
1600°
1538°C
1493°C
In the diagram, the letter L indicates
that it is a liquid. Indicate its
components in the upper region
where only L is indicated.
The
iron-iron carbide phase
diagram.
Temperature (°C)
1400
8
1394°C
y+L
1200
2.14
y, Austenite
10000
912°C
800a
0.76
0.022
600
400
(Fe)
a, Ferrite
Composition (at% C)
15
1147°C
a + Fe3C
2
3
Composition (wt% C)
L
2500
4.30
2000
y + Fe3C
727°C
1500
Cementite (Fe3C)
1000
4
5
6
6.70
Temperature (°F)
Chapter 10 Solutions
Chemistry
Ch. 10.1 - Use the VSEPR model to predict the geometry of (a)...Ch. 10.1 - What is the molecular geometry of GeCl4?Ch. 10.1 - What is the molecular geometry of BrO3?Ch. 10.1 - Which of the following geometries has a greater...Ch. 10.2 - Does the AlCl3 molecule have a dipole moment?Ch. 10.2 - Predict whether PF5 has a dipole moment.Ch. 10.2 - The molecule CF4 does not have a dipole moment...Ch. 10.2 - Carbon dioxide has a linear geometry and is...Ch. 10.3 - Compare the Lewis theory and the valence bond...Ch. 10.4 - Determine the hybridization state of the...
Ch. 10.4 - Describe the hybridization state of Se in SeF6.Ch. 10.4 - How many orbitals does a set of sp3d hybrid...Ch. 10.4 - What is the hybridization of P in PH4+?Ch. 10.4 - What is the hybridization of Xe in XeF4Ch. 10.5 - Describe the bonding in the hydrogen cyanide...Ch. 10.5 - How many pi bonds are present in CS2?Ch. 10.5 - Which of the following pairs of atomic orbitals on...Ch. 10.6 - One way to account for the fact that an O2...Ch. 10.7 - Which of the following species has a longer bond...Ch. 10.7 - Calculate the bond order of F2+.Ch. 10.7 - Determine if N2+ is diamagnetic or paramagnetic.Ch. 10.7 - Estimate the bond enthalpy (kJ/mol) of the H2+...Ch. 10.8 - Describe the bonding in the nitrate ion (NO3) in...Ch. 10 - How is the geometry of a molecule defined and why...Ch. 10 - Sketch the shape of a linear triatomic molecule, a...Ch. 10 - How many atoms are directly bonded to the central...Ch. 10 - Discuss the basic features of the VSEPR model....Ch. 10 - Prob. 10.5QPCh. 10 - Prob. 10.6QPCh. 10 - Predict the geometries of the following species...Ch. 10 - Predict the geometries of the following species:...Ch. 10 - Predict the geometry of the following molecules...Ch. 10 - Predict the geometry of the following molecules...Ch. 10 - Predict the geometry of the following molecules...Ch. 10 - Predict the geometries of the following ions: (a)...Ch. 10 - Describe the geometry around each of the three...Ch. 10 - Which of the following species are tetrahedral?...Ch. 10 - Prob. 10.15QPCh. 10 - Prob. 10.16QPCh. 10 - Prob. 10.17QPCh. 10 - The bonds in beryllium hydride (BeH2) molecules...Ch. 10 - Referring to Table 10.3, arrange the following...Ch. 10 - The dipole moments of the hydrogen halides...Ch. 10 - List the following molecules in order of...Ch. 10 - Does the molecule OCS have a higher or lower...Ch. 10 - Which of the molecules (a) or (b) has a higher...Ch. 10 - Prob. 10.24QPCh. 10 - What is valence bond theory? How does it differ...Ch. 10 - Use valence bond theory to explain the bonding in...Ch. 10 - Prob. 10.27QPCh. 10 - Prob. 10.28QPCh. 10 - Prob. 10.29QPCh. 10 - What is the angle between the following two hybrid...Ch. 10 - Describe the bonding scheme of the AsH3 molecule...Ch. 10 - What is the hybridization state of Si in SiH4 and...Ch. 10 - Describe the change in hybridization (if any) of...Ch. 10 - Consider the reaction BF3+NH3F3BNH3 Describe the...Ch. 10 - What hybrid orbitals are used by nitrogen atoms in...Ch. 10 - Prob. 10.36QPCh. 10 - Give the formula of a cation comprised of iodine...Ch. 10 - Give the formula of an anion comprised of iodine...Ch. 10 - How would you distinguish between a sigma bond and...Ch. 10 - What are the hybrid orbitals of the carbon atoms...Ch. 10 - Specify which hybrid orbitals are used by carbon...Ch. 10 - Prob. 10.42QPCh. 10 - The allene molecule H2CCCH2 is linear (the three C...Ch. 10 - How many pi bonds and sigma bonds are there in the...Ch. 10 - How many sigma bonds and pi bonds are there in...Ch. 10 - What is molecular orbital theory? How does it...Ch. 10 - Sketch the shapes of the following molecular...Ch. 10 - Explain the significance of bond order. Can bond...Ch. 10 - Explain in molecular orbital terms the changes in...Ch. 10 - The formation of H2 from two H atoms is an...Ch. 10 - Prob. 10.51QPCh. 10 - Arrange the following species in order of...Ch. 10 - Prob. 10.53QPCh. 10 - Which of these species has a longer bond, B2 or...Ch. 10 - Acetylene (C2H2) has a tendency to lose two...Ch. 10 - Compare the Lewis and molecular orbital treatments...Ch. 10 - Explain why the bond order of N2 is greater than...Ch. 10 - Compare the relative stability of the following...Ch. 10 - Use molecular orbital theory to compare the...Ch. 10 - A single bond is almost always a sigma bond, and a...Ch. 10 - In 2009 the ion N23 was isolated. Use a molecular...Ch. 10 - The following potential energy curve represents...Ch. 10 - Prob. 10.63QPCh. 10 - Prob. 10.64QPCh. 10 - Prob. 10.65QPCh. 10 - Explain why the symbol on the left is a better...Ch. 10 - Determine which of these molecules has a more...Ch. 10 - Nitryl fluoride (FNO2) is very reactive...Ch. 10 - Describe the bonding in the nitrate ion NO3 in...Ch. 10 - Prob. 10.70QPCh. 10 - Which of the following species is not likely to...Ch. 10 - Draw the Lewis structure of mercury(II) bromide....Ch. 10 - Sketch the bond moments and resultant dipole...Ch. 10 - Although both carbon and silicon are in Group 4A,...Ch. 10 - Acetaminophen is the active ingredient in Tylenol....Ch. 10 - Caffeine is a stimulant drug present in coffee....Ch. 10 - Predict the geometry of sulfur dichloride (SCl2)...Ch. 10 - Antimony pentafluoride, SbF5, reacts with XeF4 and...Ch. 10 - Draw Lewis structures and give the other...Ch. 10 - Predict the bond angles for the following...Ch. 10 - Briefly compare the VSEPR and hybridization...Ch. 10 - Describe the hybridization state of arsenic in...Ch. 10 - Draw Lewis structures and give the other...Ch. 10 - Which of the following molecules and ions are...Ch. 10 - Prob. 10.85QPCh. 10 - The N2F2 molecule can exist in either of the...Ch. 10 - Cyclopropane (C3H6) has the shape of a triangle in...Ch. 10 - The compound 1,2-dichloroethane (C2H4Cl2) is...Ch. 10 - Does the following molecule have a dipole moment?...Ch. 10 - So-called greenhouse gases, which contribute to...Ch. 10 - The bond angle of SO2 is very close to 120, even...Ch. 10 - 3-azido-3-deoxythymidine, shown here, commonly...Ch. 10 - The following molecules (AX4Y2) all have...Ch. 10 - The compounds carbon tetrachloride (CCl4) and...Ch. 10 - Prob. 10.95QPCh. 10 - What are the hybridization states of the C and N...Ch. 10 - Use molecular orbital theory to explain the...Ch. 10 - Referring to the Chemistry in Action essay...Ch. 10 - Which of the molecules (a)(c) are polar?Ch. 10 - Prob. 10.100QPCh. 10 - The stable allotropic form of phosphorus is P4, in...Ch. 10 - Referring to Table 9.4, explain why the bond...Ch. 10 - Use molecular orbital theory to explain the...Ch. 10 - The ionic character of the bond in a diatomic...Ch. 10 - Prob. 10.105QPCh. 10 - Prob. 10.106QPCh. 10 - Aluminum trichloride (AlCl3) is an...Ch. 10 - The molecules cis-dichloroethylene and...Ch. 10 - Prob. 10.109QPCh. 10 - Prob. 10.110QPCh. 10 - The molecule benzyne (C6H4) is a very reactive...Ch. 10 - Assume that the third-period element phosphorus...Ch. 10 - Consider a N2 molecule in its first excited...Ch. 10 - Prob. 10.114QPCh. 10 - Prob. 10.116QPCh. 10 - Draw the Lewis structure of ketene (C2H2O) and...Ch. 10 - TCDD, or 2,3,7,8-tetrachlorodibenzo-p-dioxin, is a...Ch. 10 - Write the electron configuration of the cyanide...Ch. 10 - Prob. 10.120QPCh. 10 - The geometries discussed in this chapter all lend...Ch. 10 - Prob. 10.122QPCh. 10 - Which of the following ions possess a dipole...Ch. 10 - Given that the order of molecular orbitals for NO...Ch. 10 - Shown here are molecular models of SX4 for X = F,...Ch. 10 - Based on what you have learned from this chapter...Ch. 10 - How many carbon atoms are contained in one square...
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
- Nonearrow_forwardPart II. Given below are the 'H-NMR spectrum at 300 MHz in CDC13 and mass spectrum using electron ionization of compound Brian. The FTIR of the said compound showed a strong peak at 1710 cm"). Determine the following: (a) molecular Formula and Degree of unsaturation of compound Brian (b) Basing on the given H-NMR spectrum tabulate the following (i) chemical shifts (ii) integration, ciii) multiplicity and (iv) interferences made for each signal (c) Draw the structure of compound Brian. ) ΕΙ 43 41 27 71 114 (M+) Hmmm 20 30 40 50 60 70 80 90 100 110 120 1H NMR spectrum 300 MHz in CDCl3 2.0 alle 1.0arrow_forwardThe iron-iron carbide phase diagram. In the diagram, the letter L indicates that it is a liquid. Indicate what its components are. Temperature (°C) 1600 10 Composition (at% C) 15 25 1538°C -1493°C 8 1400 1200 1394°C y+L L 2500 1147°C y. Austenite 2.14 4.30 2000 1000 912°C y + Fe3C 800ㅏ 0.76 0.022 600 a, Ferrite a + Fe3C 400 0 (Fe) Composition (wt% C) 727°C 1500 Cementite (Fe3C) 1000 6 6.70 Temperature (°F)arrow_forward
- Part V. Choose which isomer would give the 1H-NMR spectrum below. Justify your reasoning by assigning important signals to the Corresponding protons of the correct molecule. A D on of of of H H 88 2 90 7.8 7.6 7.4 80 5 6 [ppm] 7.2 6.8 6.6 6.4 ō [ppm]arrow_forwardShow work with explanation. don't give Ai generated solutionarrow_forwardQ7. a. Draw the line-bond structure of the major product for the following reaction, if a reaction occurs, assume monohalogenation. b. Calculate the product ratios using the following information (hint: use the number of hydrogens in each category present to calculate the ratios). Chlorination: 1° Reactivity=1 2° Reactivity=4 Heat + Cl2 3° Reactivity=5arrow_forward
- Please correct answer and don't use hand rating and don't use Ai solutionarrow_forwardQ10: Alkane halogenation a. Give the name and structures of the five isomeric hexanes. Page 4 of 5 Chem 0310 Organic Chemistry 1 Recitations b. For each isomer, give all the free radical monochlorination and monobromination products that are structurally isomeric.arrow_forwardQ9. The insecticide DDT (in the box below) is useful in controlling mosquito populations and has low toxicity to humans, but is dangerous to birds and fish. Hoping to alleviate the dangers, little Johnny Whizbang, an aspiring chemist, proposes a new version of DDT ("Bromo-DDT") and shows his synthesis to his boss. Will Johnny Whizbang's synthesis work? Or will he be fired? Assume there is an excess of bromine and polybrominated products can be separated. Explain why. CH3 Br2, light CBR3 ok-ok Br Br Br Br CI "Bromo-DDT" CCl 3 DDT (dichlorodiphenyltrichloroethane) CIarrow_forward
- Differentiate the terms Monotectic, Eutectic, Eutectoid, Peritectic, Peritectoid.arrow_forwardQ5. Predict the organic product(s) for the following transformations. If no reaction will take place (or the reaction is not synthetically useful), write "N.R.". Determine what type of transition state is present for each reaction (think Hammond Postulate). I Br₂ CH3 F2, light CH3 Heat CH3 F₂ Heat Br2, light 12, light CH3 Cl2, lightarrow_forwarda. For the following indicated bonds, rank them in order of decreasing AH° for homolytic cleavage. Based on your answer, which bond would be most likely to break homolytically? (a) (c) H3C CH3 .CH3 CH3 CH3 (b) Page 1 of 5 Chem 0310 Organic Chemistry 1 Recitations b. Draw all the possible radical products for 2-methylbutane, and determine which bond is most likely to be broken.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Chemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage Learning
ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
Chemistry: An Atoms First ApproachChemistryISBN:9781305079243Author:Steven S. Zumdahl, Susan A. ZumdahlPublisher:Cengage Learning
Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry: An Atoms First Approach
Chemistry
ISBN:9781305079243
Author:Steven S. Zumdahl, Susan A. Zumdahl
Publisher:Cengage Learning
INTRODUCTION TO MOLECULAR QUANTUM MECHANICS -Valence bond theory - 1; Author: AGK Chemistry;https://www.youtube.com/watch?v=U8kPBPqDIwM;License: Standard YouTube License, CC-BY