Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 1, Problem 1.51P
Which statements are true about resonance contributing structures?
- (a) All contributing structures must have the same number of valence electrons.
- (b) All contributing structures must have the same arrangement of atoms.
- (c) All atoms in a contributing structure must have complete valence shells.
- (d) All bond angles in sets of contributing structures must be the same.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Which statements are true about resonance contributing structures?
(a) All contributing structures must have the same number of valence electrons.
(b) All contributing structures must have the same arrangement of atoms.
(c) All atoms in a contributing structure must have complete valence shells.
(d) All bond angles in sets of contributing structures must be the same.
Consider the collection of nonmetallic elements O, P, Te,I, and B. (a) Which two would form the most polar singlebond? (b) Which two would form the longest single bond?(c) Which two would be likely to form a compound of formulaXY2? (d) Which combinations of elements would likelyyield a compound of empirical formula X2Y3?
In addition to ammonia, nitrogen forms three other hy-drides: hydrazine (N₂H₄), diazene (N₂H₂), and tetrazene (N₄H₄).(a) Use Lewis structures to compare the strength, length, and or-der of nitrogen-nitrogen bonds in hydrazine, diazene, and N₂.(b) Tetrazene (atom sequence H₂NNNNH₂) decomposes above 0°C to hydrazine and nitrogen gas. Draw a Lewis structure fortetrazene, and calculate ΔH°ᵣₓₙ for this decomposition.
Chapter 1 Solutions
Organic Chemistry
Ch. 1.1 - Prob. 1.1PCh. 1.2 - Prob. 1.2PCh. 1.2 - Judging from their relative positions in the...Ch. 1.2 - Classify each bond as nonpolar covalent or polar...Ch. 1.2 - Using the symbols and +, indicate the direction...Ch. 1.2 - Draw Lewis structures showing all valence...Ch. 1.2 - Draw Lewis structures for these ions and show...Ch. 1.3 - Draw Lewis structures and condensed structural...Ch. 1.3 - Prob. 1.9PCh. 1.3 - Prob. 1.10P
Ch. 1.3 - Prob. 1.11PCh. 1.3 - Prob. 1.12PCh. 1.4 - Predict all bond angles for these molecules. (a)...Ch. 1.5 - The geometry of carbon in diamond is tetrahedral,...Ch. 1.5 - Because of their spherical shape, C60 molecules...Ch. 1.5 - What best describes the CCC bond angles in C60? 1....Ch. 1.5 - Prob. 1.14PCh. 1.7 - Describe the bonding in these molecules in terms...Ch. 1.8 - Prob. 1.16PCh. 1.8 - Prob. 1.17PCh. 1.8 - Prob. 1.18PCh. 1.9 - Draw three contributing structures of the...Ch. 1.9 - What is the hybridization state of the circled...Ch. 1.9 - The molecule shown on the right in the example in...Ch. 1.9 - Prob. CQCh. 1.9 - The following structure is called imidazolium....Ch. 1 - Write the ground-state electron configuration for...Ch. 1 - Identify the atom that has each ground-state...Ch. 1 - Define valence shell and valence electron.Ch. 1 - How many electrons are in the valence shell of...Ch. 1 - Prob. 1.24PCh. 1 - Prob. 1.25PCh. 1 - Prob. 1.26PCh. 1 - Write Lewis structures for these compounds. Show...Ch. 1 - Write Lewis structures for these ions. Show all...Ch. 1 - Prob. 1.29PCh. 1 - Some of these structural formulas are incorrect...Ch. 1 - Following the rule that each atom of carbon,...Ch. 1 - Following are several Lewis structures showing all...Ch. 1 - Which statements are true about electronegativity?...Ch. 1 - Why does fluorine, the element in the upper right...Ch. 1 - Arrange the single covalent bonds within each set...Ch. 1 - Using the values of electronegativity given in...Ch. 1 - Prob. 1.37PCh. 1 - Use VSEPR to predict bond angles about each...Ch. 1 - Use VSEPR to predict bond angles about each atom...Ch. 1 - Use VSEPR to predict the geometry of these ions....Ch. 1 - Prob. 1.41PCh. 1 - Prob. 1.42PCh. 1 - What is the meaning of the term tertiary (3) when...Ch. 1 - What is the meaning of the term tertiary (3) when...Ch. 1 - Draw structural formulas for (a) The four primary...Ch. 1 - Draw structural formulas for the three tertiary...Ch. 1 - Prob. 1.47PCh. 1 - Identify the functional groups in each compound.Ch. 1 - Draw a three-dimensional representation for each...Ch. 1 - Tetrafluoroethylene, C2F4, is the starting...Ch. 1 - Which statements are true about resonance...Ch. 1 - Prob. 1.52PCh. 1 - Prob. 1.53PCh. 1 - Prob. 1.54PCh. 1 - Are the structures in each set valid contributing...Ch. 1 - State the orbital hybridization of each...Ch. 1 - Describe each highlighted bond in terms of the...Ch. 1 - Following is a structural formula of the...Ch. 1 - Draw a Lewis structure for methyl isocyanate,...Ch. 1 - What is the hybridization of the highlighted atoms...Ch. 1 - Using cartoon representations, draw a molecular...Ch. 1 - In what kind of orbitals do the lone-pair...Ch. 1 - Draw the delocalized molecular orbitals for the...Ch. 1 - Prob. 1.64APCh. 1 - Each compound contains both ions and covalent...Ch. 1 - Predict whether the carbon-metal bond in these...Ch. 1 - Prob. 1.67APCh. 1 - Phosphorus is immediately under nitrogen in the...Ch. 1 - Draw a Lewis structure for the azide ion, N3. (The...Ch. 1 - Cyanic acid, HOCN, and isocyanic acid, HNCO,...Ch. 1 - In Chapter 6, we study a group of organic cations...Ch. 1 - Many reactions involve a change in hybridization...Ch. 1 - Following is a structural formula of benzene,...Ch. 1 - Following are three contributing structures for...Ch. 1 - (a) Draw a Lewis structure for the ozone molecule,...Ch. 1 - The following two compounds are isomers; that is,...Ch. 1 - In future chapters, we will encounter...Ch. 1 - Prob. 1.78AP
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
- Write 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(a) Complete the Lewis structure for vinyl chloride by showing all unshared pairs of electrons. (b) Predict the H-C-H, H-C-C, and Cl-C-H bond angles in this molecule. (c) Does vinyl chloride have polar bonds? Is it a polar molecule? Does it have a dipole?arrow_forwardConsider the formate ion, HCO2", which is the anion formed when formic acid loses an H* ion. The H and the two O atoms are bonded to the central C atom. (a) Draw the best Lewis structure(s) for this ion. (b) Are resonance structures needed to describe the structure? Explain briefly (c) Would you predict that the C-O bond lengths in the formate ion would be longer or shorter relative to those in CO2? Explain brieflyarrow_forward
- Formic acid has the chemical formula HCOOH. It is a colorlessliquid that has a density of 1.220 g/mL. (a) The carbonatom in formic acid is bound to one H and both O’s. Drawthe Lewis structure for formic acid, showing resonance ifpresent. (b) Formic acid can react with NaOH in aqueoussolution to produce the formate ion, HCOO-. Write thebalanced chemical equation for this reaction. (c) Draw theLewis structure of the formate ion, showing resonance ifpresent. (d) How many milliliters of a 0.100 M solution ofNaOH would it take to completely react with 0.785 mL offormic acid?arrow_forwardWrite Lewis structures for the following: (c) C2F6 (contains a C¬C bond), (d) AsO3 3 -, (e) H2SO3 (H is bonded to O), (f) NH2Cl.. Arrange the bonds in each of the following sets in order of increasing polarity: (a) C¬F, O¬F, Be¬F; (b) O¬Cl, S¬Br, C¬P; (c) C¬S, B¬F, N¬O. What is the Lewis symbol for each of the following atoms or ions? (a) K, (b) As, (c) Sn2 + , (d) N3 Write electron configurations for the following ions and determine which have noble-gas configurations: (a) Cd2+, (b) P3-, (c) Zr4+arrow_forward19. :O: || :0-N- O: Which of the following statements, if true, would support the claim that the NO3 ion, represented above, has three resonance structures? (A) The NO3 ion is not a polar species. (B) The oxygen-to-nitrogen-to-oxygen bond angles are 90°. (C) One of the bonds in NO3 is longer than the other two. (D) One of the bonds in NO3¯ is shorter than the other two.arrow_forward
- Answer true or false. (a) According to the Lewis model of bonding, atoms bond together in such a way that each atom par- ticipating in the bond acquires an outer-shell electron configuration matching that of the noble gas nearest to it in atomic number. (b) Atoms that lose electrons to achieve a filled valence shell become cations and form ionic bonds with anions. (c) Atoms that gain electrons to achieve filled valence shells become anions and form ionic bonds with cations. (d) Atoms that share electrons to achieve filled valence shells form covalent bonds. (e) Ionic bonds tend to form between elements on the left side of the Periodic Table, and covalent bonds tend to form between elements on the right side of the Periodic Table. (f) Ionic bonds tend to form between a metal and a nonmetal. (g) When two nonmetals combine, the bond between them is usually covalent. (h) Electronegativity is a measure of an atom’s attrac- tion for the electrons it shares in a chemical bond with another…arrow_forward18.) Choose all the statements that are correct. (1) Like atomic size, electronegativity decreases going across a period and increases going down a group. (2) The second most electronegative element is chlorine. (3) Electronegativity is directly proportional to atomic number. (4) Like ionization energy, electronegativity increases going across a period and decreases going down a group. (5) Electronegativity is a measure of the ability of an atom to attract electrons and form a negative ion. (6) Electronegativity is a measure of the ability of an atom in a molecule to attract electrons go itself. (7) Electronegativity was first proposed by Linus Pauling. Group of answer choices (2) (1) (4) (3) (5) (7) (6)arrow_forward3) The molecule diphosphorus tetraoxide (P,O,) has two central atoms and four different resonance structures that do not violate the octet rule. Draw two of these resonance structures below. 4) The compound acetone is a common solvent. It has a chemical formula of CH,COCH, Acetone has three central atoms. (a) Draw the Lewis Dot structure for acetone. (b) Give the Ideal Bond Angle for all three central atoms. 5) Four covalent molecules are drawn below. :o: H. H-CH H H (1) (2) (3) (4) a) Define each of these molecules as polar or non-polar. (1) (2) (3) b) Describe the type of intermolecular force that each molecule would use: (1) (2) (3) (4)arrow_forward
- Which of these statements about resonance is true?(a) When you draw resonance structures, it is permissibleto alter the way atoms are connected.(b) The nitrate ion has one long N¬O bond and two shortN¬O bonds.(c) “Resonance” refers to the idea that molecules areresonating rapidly between different bonding patterns.(d) The cyanide ion has only one dominant resonancestructure.(e) All of the above are true.arrow_forwardCyanogen (CN)2 is known as pseodohalogen because it has some properties like halogens. It is composed of two CN’s joined together.(i) Draw the Lewis structure for all the possible combination for (CN)2.(ii) Calculate the formal charge and determine which one of the structures that you have drawn is most stable.(iii) For the stable structure, determine the geometry around the two central atoms.(iv) For the stable structure, draw the dipole arrows for the bonds.(v) Base on the stable structure, determine the polarity of molecule and state your reason.arrow_forwardCalculate the enthalpy change for the following reactions using the bond enthalpy given below. (Bond enthalpy/kJ : H−H = 436, C−H = 413, C=O = 799, O=O = 495, O−H = 463) (a) H2(g) + 1⁄2O2(g) → H2O(g) (b) CH4(g) + 2O2(g) → CO2(g) + 2H2O(l)arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Chemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage LearningChemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage Learning
Chemistry: Principles and Practice
Chemistry
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Cengage Learning
Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:Cengage Learning
Stoichiometry - Chemistry for Massive Creatures: Crash Course Chemistry #6; Author: Crash Course;https://www.youtube.com/watch?v=UL1jmJaUkaQ;License: Standard YouTube License, CC-BY
Bonding (Ionic, Covalent & Metallic) - GCSE Chemistry; Author: Science Shorts;https://www.youtube.com/watch?v=p9MA6Od-zBA;License: Standard YouTube License, CC-BY
General Chemistry 1A. Lecture 12. Two Theories of Bonding.; Author: UCI Open;https://www.youtube.com/watch?v=dLTlL9Z1bh0;License: CC-BY