Chemistry: Structure and Properties Custom Edition for Rutgers University General Chemistry
15th Edition
ISBN: 9781269935678
Author: Nivaldo J. Tro
Publisher: Pearson Education
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Textbook Question
Chapter 6, Problem 51E
List these compounds in order of increasing carbon-carbon bond strength and in order of decreasing carbon-carbon bon length:
HCCH, H2CCH2, H3CCH3
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Bond
Bond Energy (kJ/mol)
Bond
Bond Energy (kJ/mol)
C-C
347
C=O (in CO2)
799
C=C
614
C=O
745
C≡C
839
C≡O
1070
C-H
413
O=O
498
O-H
467
N-H
391
H-H
432
N≡N
945
C-O
358
N-Cl
200
C-N
305
N-O
201
C-Cl
339
C≡N
891
Cl-Cl
243
S-Cl
250
S=O
535
S-S
215
S-O
364
S-H
339
Using the table of bond energies above, estimate the enthalpy change (kJ) for the following reaction:
CH4+2O2⟶CO2+2H2O
Each Lewis structure of benzene has three C“C double bonds. Anotherhydrocarbon containing three C“C double bonds is hexatriene, C6H8. A Lewisstructure of hexatriene is
Experiments show that three of the C¬C bonds in hexatriene are shorter than theother two. Does this data suggest that hexatriene exhibits resonance structures?
Chapter 6 Solutions
Chemistry: Structure and Properties Custom Edition for Rutgers University General Chemistry
Ch. 6 - Which set of elements is arranged in order of...Ch. 6 - Prob. 2SAQCh. 6 - Which pair of atoms forms the most polar bond? C...Ch. 6 - Which pair of atoms forms a nonpolar covalent...Ch. 6 - Prob. 5SAQCh. 6 - Prob. 6SAQCh. 6 - Prob. 7SAQCh. 6 - Prob. 8SAQCh. 6 - Prob. 9SAQCh. 6 - Prob. 10SAQ
Ch. 6 - Prob. 11SAQCh. 6 - Predict the relative bond angles in BF3 and SO2Ch. 6 - Predict the molecular geometry about N in the...Ch. 6 - Which molecule is polar?Ch. 6 - What is electronegativity? What are the periodic...Ch. 6 - Explain the difference between a pure covalent...Ch. 6 - What is meant by the percent ionic character of a...Ch. 6 - Prob. 4ECh. 6 - What is the magnitude of the dipole moment formed...Ch. 6 - What is the basic procedure for writing a covalent...Ch. 6 - How do you determine the number of electrons that...Ch. 6 - What are resonance structures? What is a resonance...Ch. 6 - Prob. 9ECh. 6 - Prob. 10ECh. 6 - Prob. 11ECh. 6 - Prob. 12ECh. 6 - What is bond energy?Ch. 6 - Give some examples of some typical bond lengths....Ch. 6 - Why is molecular geometry important? Cite some...Ch. 6 - According to VSEPR theory, what determines the...Ch. 6 - Name and draw the five basic electron geometries,...Ch. 6 - Explain the difference between electron geometry...Ch. 6 - List the correct electron and molecular geometries...Ch. 6 - How do you apply VSEPR theory to predict the shape...Ch. 6 - How do you determine if a molecule is polar?Ch. 6 - Why is polarity a key connection between the...Ch. 6 - Prob. 23ECh. 6 - Determine if a bond between each pair of atoms...Ch. 6 - Prob. 25ECh. 6 - Draw the Lewis structure for BrF with an arrow...Ch. 6 - Prob. 27ECh. 6 - Write the Lewis structure for each molecule. NF3...Ch. 6 - Prob. 29ECh. 6 - Write the Lewis structure for each molecule. CH2O...Ch. 6 - Prob. 31ECh. 6 - Prob. 32ECh. 6 - Write the Lewis structure for each molecule or ion...Ch. 6 - Prob. 34ECh. 6 - Write a Lewis structure that obeys the octet rule...Ch. 6 - Prob. 36ECh. 6 - Use formal charge to determine which Lewis...Ch. 6 - Prob. 38ECh. 6 - How important is this resonance structure to the...Ch. 6 - Prob. 40ECh. 6 - Prob. 41ECh. 6 - Prob. 42ECh. 6 - Determine the formal charges of the atoms shown in...Ch. 6 - Prob. 44ECh. 6 - Prob. 45ECh. 6 - Write the Lewis structure for each molecule (octet...Ch. 6 - Prob. 47ECh. 6 - Write Lewis structures for each molecule or ion....Ch. 6 - Prob. 49ECh. 6 - Write Lewis structures for each molecule or ion....Ch. 6 - List these compounds in order of increasing...Ch. 6 - Which of these compounds has the stronger...Ch. 6 - A molecule with the formula AB3 has a trigonal...Ch. 6 - A molecule with the formula AB3 has a trigonal...Ch. 6 - For each molecular geometry shown here, list the...Ch. 6 - For each molecular geometry shown here, list the...Ch. 6 - Determine the electron geometry, molecular...Ch. 6 - Determine the electron geometry, molecular...Ch. 6 - Which species has the smaller bond angle, H3O+ or...Ch. 6 - Which species has the smaller bond angle; C1O4- or...Ch. 6 - Determine the molecular geometry and draw each...Ch. 6 - Determine the molecular geometry and draw each...Ch. 6 - Determine the molecular geometry about each...Ch. 6 - Prob. 64ECh. 6 - Prob. 65ECh. 6 - Prob. 66ECh. 6 - Prob. 67ECh. 6 - Determine the geometry about each interior atom in...Ch. 6 - Explain why CO2 and CCl4 are both nonpolar even...Ch. 6 - CH3F is a polar molecule, even though the...Ch. 6 - Determine whether each molecule in Exercise 57 is...Ch. 6 - Prob. 72ECh. 6 - Determine whether each molecule or ion is polar or...Ch. 6 - Determine whether each molecule is polar or...Ch. 6 - Each compound contains both ionic and covalent...Ch. 6 - Prob. 76ECh. 6 - Carbon ring structures are common in organic...Ch. 6 - Prob. 78ECh. 6 - Prob. 79ECh. 6 - Diazomethane is a highly poisonous, explosive...Ch. 6 - Prob. 81ECh. 6 - Phosgene (Cl2CO) is a poisonous gas that was used...Ch. 6 - The cyanate ion (OCN-) and the fulminate ion...Ch. 6 - Prob. 84ECh. 6 - Prob. 85ECh. 6 - Prob. 86ECh. 6 - Prob. 87ECh. 6 - Prob. 88ECh. 6 - Prob. 89ECh. 6 - Free radicals are important in many...Ch. 6 - A compound composed of only carbon and hydrogen is...Ch. 6 - A compound composed of only carbon and chlorine is...Ch. 6 - Prob. 93ECh. 6 - The genetic code is based on four different bases...Ch. 6 - Prob. 95ECh. 6 - Prob. 96ECh. 6 - Prob. 97ECh. 6 - A 0.167-g sample of an unknown compound contains...Ch. 6 - Use the dipole moments of HF and HCI (given at the...Ch. 6 - One form of phosphorus exists as P4 molecules....Ch. 6 - A compound has the formula C8H8 and does not...Ch. 6 - Prob. 102ECh. 6 - The bond angles increase steadily in the series...Ch. 6 - Draw the Lewis structure for acetamide (CH3CONH2),...Ch. 6 - Prob. 105ECh. 6 - In the very first chapter of this book, we...Ch. 6 - Which statement best captures the fundamental idea...Ch. 6 - Prob. 108E
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- Methylcyanoacrylate is the active ingredient in super glues. Its Lewis structure is In this molecule, which is the (a) weakest carbon-containing bond? (b) strongest carbon-containing bond? (c) most polar bond?arrow_forwardIndicate which of the following molecules are polar. Draw the molecular structure of each polar molecule, including the arrows that indicate the bond dipoles and the molecular dipole moment. (a) HCN (b) I2 (c) NOarrow_forwardWrite all resonance structures of chlorobenzene, C6H5Cl, a molecule with the same cyclic structure as benzene. In all structures, keep the CCl bond as a single bond. Which resonance structures are the most important?arrow_forward
- Two different molecules have the formula C2H6O. One of the molecules has the oxygen atom bonded to both carbon atoms. The other molecule has the oxygen atom bonded to only one carbon atom while both carbon atoms are bonded to each other. Write Lewis structures for both of these compounds.arrow_forwardSuccessive substitution of F atoms for H atoms in the molecule NH3 produces the molecules NH2F, NHF2, and NF3. a. Draw Lewis structures for each of the four molecules. b. Using VSEPR theory, predict the geometry of each of the four molecules. c. Specify the polarity (polar or nonpolar) for each of the four molecules.arrow_forwardA common trait of simple organic compounds is to have Lewis structures where all atoms have a formal charge of zero. Consider the following incomplete Lewis structure for an organic compound called methyl cyanoacrylate, the main ingredient in Super Glue. Draw a complete Lewis structure for methyl cyanoacrylate in which all atoms have a formal charge of zero.arrow_forward
- CH3OH(g) + HI(g) CH3I(g) + H2O(g) draw Lewis structures for all reactant and product molecules.arrow_forwardUse this condensed chemical structure to complete the table below. CH, — С — О — С — CH, The condensed chemical structure of acetic anhydride Some facts about the acetic anhydride molecule: number of carbon-carbon single (C - C) bonds: number of carbon-hydrogen single (C - H) bonds: number of lone pairs:arrow_forwardUse bond energies to determine ΔHrxn for the reaction between ethanol and hydrogen chloride. CH3CH2OH(g)+HCl(g)→CH3CH2Cl(g)+H2O(g) Average Bond Energies Bond Bond Energy (kJ/mol) H−C 414 H−O 464 H−F 565 H−Cl 431 H−Br 364 C−Cl 339 C−O 360 Cl−F 253 Cl−Cl 243 Br−Cl 218arrow_forward
- 13) The average C−C bond dissociation energy (D) is 350 kJ/mol and the average C=C bond dissociation energy is 728 kJ/mol. Based on these values, which is stronger: a σ or a π bond?arrow_forwardThe enthalpy change for the following reaction is -148 kJ. Using bond energies, estimate the C-H bond energy in CH3CI(g). CH3CI(g) + Cl₂(g) →→→CH₂Cl₂(g) + HCl(g) kJ/molarrow_forwardClear H,C-C :0-CH, H3C – C 'o- CH3 + The Lewis structure of methyl acetate, which has one other resonance structure in which all carbons and oxygens have complete octets, is shown. Complete the resonance structure by dragging bonds, charges, and electron lone pairs to their appropriate positions.arrow_forward
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