Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Textbook Question
Chapter 1, Problem 1.66AP
Predict whether the carbon-metal bond in these
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Consider an iodine tetrafluoride cation (IF4+):
What is the elemental symbol of its central atom?
How many valence electrons does this molecule contain?
How many lone electron pairs surround the central atom?
How many regions of electron density surround the central atom?
For remaining items in this question, place the appropriate letter in the box:
What is the electron geometry of this molecule?
A = linear
B = trigonal planar
C = tetrahedral
D = trigonal bipyramidal
E = octahedral
What is the molecular shape of this molecule?
A = tetrahedral
B = trigonal pyramid
C = bent or angular
D = T-shape
E = Sawhorse or seesaw
Is this a polar molecule?
A = Yes
B = No
What is the hybridization of the central atom?
A = sp
B = sp2
C = sp3
D = sp3d
E = sp3d2
Predict whether the carbon-metal bond in these organometallic compounds is non-
polar covalent, polar covalent, or ionic. For each polar covalent bond, show the direction
of its polarity using the symbols 8+ and 8-.
Write the Lewis structure for the following molecule. State the electronic
structure (shape based on electron pairs or bonds) AND the geometric structure (shape
based on the atoms only). Include all valence electrons in your structure. State how
many electrons are used to form covalent bonds in the molecule. Is the molecule polar?
H_2S
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
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- Which of these molecules has a net dipole moment? For each of the polar molecules, indicate the direction of the dipole in the molecule. (a) nitrosyl fluoride, FNO (b) disulfur difluoride, S2F2arrow_forwardWrite Lewis structures for these ions. Show all valence electrons and all formal charges. (a) Amide ion, NH2 (b) Bicarbonate ion, HCO3 (c) Carbonate ion, CO32 (d) Nitrate ion, NO3 (e) Formate ion, HCOO (f) Acetate ion, CH3COOarrow_forwardMethylcyanoacrylate is the active ingredient in super glues. Its Lewis structure is (a) Give values for the three bond angles indicated. (b) Indicate the most polar bond in the molecule. (c) Circle the shortest carbon-oxygen bond. (d) Circle the shortest carbon-carbon bond.arrow_forward
- Formamide, HC(O)NH2, is prepared at high pressures from carbon monoxide and ammonia, and serves as an industrial solvent (the parentheses around the O indicate that it is bonded only to the carbon atom and that the carbon atom is also bonded to the H and the N atoms). Two resonance forms (one with formal charges) can be written for formamide. Write both resonance structures, and predict the bond angles about the carbon and nitrogen atoms for each resonance form. Are they the same? Describe how the experimental determination of the HNH bond angle could be used to indicate which resonance form is more important.arrow_forwardAlthough carbon has four bonds in stable molecules, sometimes reactive carbon intermediates that contain carbon atoms without four bonds are formed for very short time periods. Examples of these unstable intermediates include the methyl carbocation (CH 3) + and the methyl carbanion (CH 3) −. Draw Lewis structures for both unstable ions and predict the shape around carbon.arrow_forwardDraw the Lewis structures for each compound and then identify which one is polar. CH₂O CO₂ C₂H4 C2H2arrow_forward
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- Draw a Lewis structure for the following ions/molecules, including any resonance structures and/or formal charges. Place a box around any contributing resonance structures XeO4^-2, BrF5, CHF2CL What is the electron group geometry around the central atom for each of the above ions/molecules? For the above ions/molecules, what is the shape of the entire molecule/ion of the entire ion/molecule? Identify polar bonds with dipole arrows Indicate whether each of the ions/molecules is POLAR or NON-POLARarrow_forwardPlease envision this table like it was one long table. (I had to make it two because it hung out of the quiz boundaries and was inaccessible.) It is recommended that you draw the Lewis Structure of the molecules and then complete this table. electronic Molecular Molecule Geometry Geometry CH3F tetrahedral tetrahedral NH3 tetrahedral trigonal pyramidal C2F4 trigonal planar trigonal planar CO2 linear linear main dipole Molecule intermolecular moment force CH3F [ Select ] yes NH3 hydrogen bonding yes C2F4 [ Select ) no CO2 ( Select | no > >arrow_forwardConsider the anion PF52-. Draw the correct 3-D Lewis Structure. Include all resonance hybrids, if needed. If you use formal charge to determine the best structure, show your calculations. Label (with a value) the F-P-F bond angle(s). Label partial charges on atoms and polar bond vectors, if appropriate. Record the Electron Cloud Geometry and the Molecular Geometry. If the molecule/polyatomic ion has overall molecular polarity, clearly label the overall partial charges and overall molecular polarity vector on the Lewis structure.arrow_forward
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