Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Textbook Question
Chapter 1, Problem 9CTQ
Use VSEPR to explain why the
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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.
2. Consider the following molecules or ions: CIOF5, NOBr, NH2F, and XeO2F3+. Answer the following questions based on
the Lewis structures and VSEPR theory prediction of their molecular shapes.
(a) Which one has only bond angles of 109.5°?
(b) Which one has only bond angles of 120°?
(c) Which one has bond angles of 90 and 180°?
(d) Which one has bond angles of 90, 120, and 180°?
19.
: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.
Chapter 1 Solutions
Organic Chemistry: A Guided Inquiry
Ch. 1 - (E) What does the number (+Z) at the center of...Ch. 1 - Prob. 2CTQCh. 1 - Prob. 3CTQCh. 1 - Prob. 4CTQCh. 1 - Prob. 5CTQCh. 1 - Prob. 6CTQCh. 1 - Prob. 7CTQCh. 1 - You hear a student from a nearby group say that...Ch. 1 - Use VSEPR to explain why the HBH bond angle of BH3...Ch. 1 - Both the HCH and HCO bond angles of H2CO...
Ch. 1 - Prob. 11CTQCh. 1 - Consider the following flat drawing of methane...Ch. 1 - Use VSEPR to assign a value of (close to) 109.5,...Ch. 1 - A student draws the picture of ammonia (NH3) in...Ch. 1 - Prob. 15CTQCh. 1 - How many central atoms does the molecule H2NCH3...Ch. 1 - Indicate the bond angle and shape about each...Ch. 1 - Explain how there can be two kinds of bent:...Ch. 1 - A student makes the following statement: “The...Ch. 1 - A student who missed this class needs to know how...Ch. 1 - Prob. 1ECh. 1 - Prob. 2ECh. 1 - Consider the incomplete valence shell...Ch. 1 - How many valence electrons does a neutral a. K...Ch. 1 - Consider the molecules AlCl3 (aluminum chloride)...Ch. 1 - Draw an example of a bent molecule with a bond...Ch. 1 - Label each atom marked with an arrow with the...Ch. 1 - a model of each of the following molecules: a....
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- 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_forwardIn addition to CO, CO2, and C3O2, there is another molecular oxide of carbon, pentacarbon dioxide, C5O2, a yellow solid. (a) What is the approximate C-to-C-to-O bond angle in pentacarbon dioxide? (b) What is the approximate C-to-C-to-C bond angle in this compound?arrow_forwardWhich has the greater bond lengths: NO2 or NO3? Explain.arrow_forward
- Given the bonds C N, C H, C Br, and S O, (a) which atom in each is the more electronegative? (b) which of these bonds is the most polar?arrow_forwardMethyl isocyanate, CH3NCO, was made infamous in 1984when an accidental leakage of this compound from a storagetank in Bhopal, India, resulted in the deaths of about3800 people and severe and lasting injury to many thousandsmore. (a) Draw a Lewis structure for methyl isocyanate.(b) Draw a ball-and-stick model of the structure,including estimates of all the bond angles in the compound.(c) Predict all the bond distances in the molecule.(d) Do you predict that the molecule will have a dipolemoment? Explain.arrow_forward(a) Use a polar arrow to indicate the polarity of each bond: N¬H, F¬N, I¬Cl. (b) Rank the following bonds in order of increasing polarity and decreasing percent ionic character: H¬N, H¬O, H¬C.arrow_forward
- The structural formulas for ethanol, CH3CH2OH, and propene, CH;CH=CH,2, are нн H Н—С—С—0—н H-C-C=C-H нн H H H Ethanol Propene (a) Complete the Lewis structure for each molecule showing all valence electrons. (b) Using the VSEPR model, predict all bond angles in each molecule.arrow_forwardWhat is the molecular shape of CF 3-?arrow_forwardFor NO3^- provide a Lewis structure, predicted VSEPR molecular geometry, bond angle and indicate whether the compound is polar, non polar or a polyatomic ionarrow_forward
- (b) The Murchison meteorite that landed in Australia in 1969 contained 92 different amino acids, including 21 found in Earth organism A skeleton structure (single bond only) of one of these extraterrestrial amino acids is shown below. Draw a Lewis structure, and identify any atoms having a nonzero formal charge. H3N. C ČH2 ČH3 (c) Draw the orbital diagrams and Lewis symbols to depict the formation of Na* and CI ions from the atoms. Give the formula of the compound formed. (d) The predicted bond length for HF is 109 pm (the sum of the covalent radii of H, 37 pm and F, 72 pm), however the actual bond length for HF is shorter (92 pm). It was observed that the difference between predicted and actual bond lengths becomes smaller going down the halogen group from HF to HI Describe these observationsarrow_forwardDraw the best Lewis dot structure for HNO₃, be sure to give the electronic geometry, molecular geometry, bybridization of the central element, polarity, and bond angle around the central element.arrow_forwardQ3. Ammonia reacts with aluminium chloride as shown by the equation: NH3 + AICI3 → H3NAICI3 (a) Draw diagrams to illustrate the shapes of NH3 molecules and of AICI3 molecules. Page 4 of 12 Include in your diagrams any lone pairs of electrons that influence the shape. Indicate the values of the bond angles. (b) Name the type of bond formed between N and Al in H3NAICI3 and explain how this bond is formed. Type of bond Explanation (c) Explain how the value of the CI-AI-CI bond angle in AICI3 changes, if at all, on formation of the compound H3NAICI3arrow_forward
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