Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 5, Problem 18CTQ
Consider the polarization of the
a. (E) Which atom (C or O) is expected to have a greater electron density?
b. (E) Add a
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(a) Find the angle u between adjacent nearest-neighbor bonds in the silicon lattice. Recall that each silicon atom is bonded to four of its nearest neighbors.The four neighbors form a regular tetrahedron— a pyramid whose sides and base are equilateral triangles. (b) Find the bond length, given that the atoms at the corners of the tetrahedron are 388 pm apart.
For each of the following covalent bonds: (a) use the symbols δ+ and δ- to indicate the direction of polarity (if any).(a) C-F; (b) N-Br; (c) B-C; (d) Si-H(b) Rank the following covalent bonds in order of increasing polarity. (i) C-H, O-H, N-H; (ii) C-N, C-O, B-O; (iii) C-P, C-S, C-N
The strength of a covalent bond depends upon the size of the atoms and the bond order. In general short bonds are strong bonds.
For each pair of covalently bonded atoms, choose the one expected to have the higher bond energy.(A) N≡N(B) N-N ...... (A,B) fill in the blank 1(C) C=O(D) C≡O ...... (C,D) fill in the blank 2
Chapter 5 Solutions
Organic Chemistry: A Guided Inquiry
Ch. 5 - Which elements on the periodic table (other than...Ch. 5 - You will not find “hydroxide” in the stockroom,...Ch. 5 - Prob. 3CTQCh. 5 - Prob. 4CTQCh. 5 - Prob. 5CTQCh. 5 - Prob. 6CTQCh. 5 - On which do you expect to have a more intense and...Ch. 5 - Prob. 8CTQCh. 5 - Prob. 9CTQCh. 5 - Prob. 10CTQ
Ch. 5 - Prob. 11CTQCh. 5 - Prob. 12CTQCh. 5 - Prob. 13CTQCh. 5 - Prob. 14CTQCh. 5 - Prob. 15CTQCh. 5 - Prob. 16CTQCh. 5 - For each proposed set of resonance structures: a....Ch. 5 - Consider the polarization of the C=O bond in the...Ch. 5 - The C=O double bond is called a “carbonyl bond.”...Ch. 5 - Prob. 20CTQCh. 5 - Prob. 21CTQCh. 5 - Prob. 22CTQCh. 5 - Prob. 23CTQCh. 5 - Prob. 24CTQCh. 5 - Prob. 25CTQCh. 5 - Prob. 26CTQCh. 5 - Prob. 27CTQCh. 5 - Prob. 28CTQCh. 5 - Prob. 29CTQCh. 5 - Prob. 30CTQCh. 5 - Prob. 31CTQCh. 5 - Confirm that there is no legitimate Lewis...Ch. 5 - Draw all resonance structures of the molecule...Ch. 5 - Prob. 34CTQCh. 5 - Prob. 35CTQCh. 5 - Prob. 36CTQCh. 5 - Occasionally, we will see an ionic compound that...Ch. 5 - Prob. 2ECh. 5 - Prob. 3ECh. 5 - Prob. 4ECh. 5 - Is it possible to draw a resonance structure of...Ch. 5 - Prob. 6ECh. 5 - Prob. 7ECh. 5 - Prob. 8ECh. 5 - Phenol (shown below) has a pKa10 . a. Based on pKa...Ch. 5 - Use curved arrows to show the most likely...Ch. 5 - Prob. 12ECh. 5 - Complete each Lewis structure, draw all important...Ch. 5 - Use curved arrows to show the most likely...Ch. 5 - Construct an explanation for why sulfuric acid is...Ch. 5 - Prob. 16ECh. 5 - Prob. 17ECh. 5 - Prob. 18E
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- The strength of a covalent bond depends upon the size of the atoms and the bond order. In general short bonds are strong bonds. For each pair of covalently bonded atoms, choose the one expected to have the higher bond energy.(A) N-N(B) N≡N ...... (A,B) ____(C) C=N(D) C≡N ...... (C,D) _____arrow_forwardWhich of the following bonds are polar: (a) P—O; (b) S—F; (c) Br—Br; (d) O—Cl? Which is the more electronegative atom in each polar bond?arrow_forwardIdentify the set of covalent bonds that shows the correct trend of increasing bond polarity. (A) H―F < H―Cl < H―Br < H―I; (B) H―C < H―N < H―O < H―F; (C) H―O < H―S < H―Se < H―Te; (D) H―C < H―Si < H―Ge < H―Sn;arrow_forward
- Consider a molecule AB6, where element A has 6 valence electrons and B has 7 valence electrons. If the ΔEn for each bond = 1.2, predict the shape, bond hybridization and polarity (polar or non-polar) of the molecule. Your answer should follow the format: a) number of total electrons for bonding; b) Steric Number and Lone Pairs; c) name of shape based on the VSEPR chart, d) bond hybridization and e) molecular polarity.arrow_forwardThe hydrocarbon cyclobutane, C4H8, is represented above. At high temperatures, cyclobutane quickly decomposes into ethene, C2H4. (see attached image) (a) Draw a Lewis electron-dot diagram of the ethene molecule in the following box, and estimate the value of the H−C−H bond angle in ethene.arrow_forward2(a) Provide the Lewis structures for both CH3OH and C2H3Cl. 2(b) What is the largest bond angle among all the bond angles in CH3OH and C2H3Cl? Listthe three atoms making this largest bond angle, and estimate the value of the angle.2(c) What intermolecular forces are present(i) between CH3OH molecules?(ii) between C2H3Cl molecules?arrow_forward
- Covalent bonds: H―HC―HO―HO═O C≡O Bond energy (kJ/mol):4364154654981080Calculate the enthalpy change (H, in kJ/mol) for the following reaction and indicate whether the reaction is exothermic or endothermic.(*BE for C═Oin CO2)(a) CH4(g)+ H2O(g)CO(g)+ 3H2(g);arrow_forwardRubbing alcohol is the common name for 2-propanol (iso- propanol), C3H7OH. (a) Draw the three-dimensional structure of the 2-propanol molecule and predict the geometry around each carbon atom. (b) Is the 2-propanol molecule polar or nonpolar? (c) What kinds of intermolecular attractive forces exist between the 2-propanol molecules? (d) The isomer 1-propanol has the same molecular weight as 2-propanol, yet 2-propanol boils at 82.6 °C and 1-propanol boils at 97.2 °C. Explain the difference.arrow_forwardThe bond energy of C2 is 599 kJ/mol, the bond distance is 110 pm. Take a rough estimate of the Coulomb repulsion in doubly ionized C2 (i.e., C22+). How far would the C-C bond have to stretch for the Coulomb repulsion to be less than the bond energy in neutral C2? Do you think that the C22+ molecule will still be stable?arrow_forward
- 10. Each ball-and-stick model below shows the electron-pair and molecular geometry of a generic molecule. Explain what is wrong with each molecular geometry and provide the correct molecular geometry based on the number of lone and bonding pairs around the central atom. (a) (b) (c) 11. Draw the Lewis structure for acetamide (CH3CONH2) and determine the geometry about each interior atom. Experiments show that the geometry about the N atom in acetamide is nearly planar. Draw a resonance structure that can account for the planar geometry about the N atom.arrow_forward(a) Construct a Lewis structure for O2 in which each atomachieves an octet of electrons. (b) How many bondingelectrons are in the structure? (c) Would you expect theO¬O bond in O2 to be shorter or longer than the O¬Obond in compounds that contain an O¬O single bond?Explain.arrow_forwardDichlorodifluoromethane, CC|2F2, is a gas used in refrigeration as well as being used as a propellant in military applications. a) Draw the Lewis dot structure and calculate the formal charge of the carbon and chlorine atoms. b) What is the molecular geometry of the molecule?arrow_forward
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