Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 7, Problem 13CTQ
Interpretation Introduction
Interpretation: The cyclic alkane which is most commonly found in nature needs to be determined and explained.
Concept Introduction: The stability of the cyclic alkane depends on the ring strain energy. For cyclic
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a) Draw Lewis structures for each of the compounds below. Be sure to show
all bonding and non-bonding valence electrons. Also, clearly indicate any
formal charges on atoms.
b) Consider the molecular geometry information given for each compound
below: based on this information, specify the orbitals that each atom could
use in σ- and à-bonding (sp², sp³, p, etc.) and for holding non-bonding
electron pairs. Explain how your orbital assignments are consistent with
the observed geometries.
H₂CO (formaldehyde)
HCO-angle 120⁰
CH3CO₂ (acetate anion)
HCC-angle ≈ 109⁰
CCO-angle OCO≈ 120°
DCH=CHBr(1-bromo-2-deuterioethylene)
(two isomers)
(all atoms are coplanar)
(CH3)2SO (dimethylsulfoxide, DMSO)
HCS-angle CSO CSC≈ 109⁰
≈
1) In this problem, you will compare Lewis/VSEPR theory and Covalent Bond theory to
experimental data. The experimental photoelectron data for Ne, HF, H.O, NH,, and CH. are
shown below. Photoelectron spectroscopy measures the filled Orbitals of a molecule. For
each molecule, draw the structure using Lewis formalisms and give the geometry using
VSEPR structure. Answer questions regarding Lewis/VSEPR prediction using this structure
combined with your assigned point group for the structure.
10
18
NH3
CH₂
H₂O
Ne
26
HF
34
Ionisation energy (eV)
Neon
a) Draw the Lewis/VSEPR structure for Ne.
42
b) How many separate electron energy levels does the Lewis/VSEPR structure predict?
c) Write down the electron configuration for Neon.
d) For each major feature observed in the spectrum, give the energy of the transition and
assign the orbital(s) from which the electron comes.
Please help me solve this problem. This is not a graded question. Thank you
Chapter 7 Solutions
Organic Chemistry: A Guided Inquiry
Ch. 7 - Prob. 1CTQCh. 7 - Prob. 2CTQCh. 7 - Prob. 3CTQCh. 7 - Draw wedge and dash skeletal representations of...Ch. 7 - Label each ring in Figure 7.2 cis or trans.Ch. 7 - Prob. 6CTQCh. 7 - Prob. 7CTQCh. 7 - Prob. 8CTQCh. 7 - a model of cyclohexane in a chair conformation,...Ch. 7 - Prob. 10CTQ
Ch. 7 - Prob. 11CTQCh. 7 - Fill in the blanks: cis-1,3-Dimethylcyclohexane...Ch. 7 - Prob. 13CTQCh. 7 - Prob. 14CTQCh. 7 - Prob. 15CTQCh. 7 - Prob. 16CTQCh. 7 - Prob. 17CTQCh. 7 - Prob. 18CTQCh. 7 - Draw chair representations of...Ch. 7 - Which stereoisomer in the previous question is...Ch. 7 - Prob. 21CTQCh. 7 - Prob. 1ECh. 7 - Label each of the following as cis, trans or...Ch. 7 - Which pair has more in common with one another?Ch. 7 - Prob. 4ECh. 7 - Prob. 5ECh. 7 - Prob. 6ECh. 7 - Fill in the table by drawing a representation of a...Ch. 7 - Prob. 9ECh. 7 - True or False: If you perform a chair flip on...Ch. 7 - Prob. 11ECh. 7 - Prob. 12ECh. 7 - Prob. 13ECh. 7 - Prob. 14ECh. 7 - Prob. 15ECh. 7 - Draw trans-1-tert-butyl-3-methylcyclohexane in its...Ch. 7 - Build a model of methylcyclohexane, and use the...
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- To preview the image Part A) For the indicated Carbon atom, give its hybridization and a list of all hybridized and unhybridized atomic orbitals and how each orbital is used for this atom. Part B-1) REDRAW the structure on your paper. Directly ON TOP of the structure, draw a picture of the for electrons for both 7- bonding and m*-anti-bonding orbitals. Part B-2) Clearly indicate positions of any nodes. Part A Pointing to this carbon Part B Pointing to these electrons л-bonding and *-antibondingarrow_forwardAnswer following questionsarrow_forward(a) In one of the two boxes below, draw a wedge and dashed wedge structure (picture) of CH3Cl that best illustrates the geometry about the central atom. In the other box, draw another picture of the model from a different angle (viewpoint). (b) In CH3Cl, are the three hydrogen atoms equivalent (i.e., do they have identical environments with respect to the other atoms adjacent to themselves)? Briefly explain the evidence for your answerarrow_forward
- 6. a) Consider the following diagram depicting the pi bond in ethene. It shows two p orbitals that are aligned in a parallel fashion so that they may engage in side-to-side overlap leading to a pi bond. This overlap is depicted on pages 25 (Figure 1.4) and 30 (Figure 1.11) of the textbook, but with a "magical sheet" between the two p orbitals. Which of the following statements would be reasonable for someone encountering this diagram for the first time? H, H & & H H ⚫ that's odd - the sigma bond in ethene (Figure 1.8 on page 28, Figure 1.9 on page 29) appears to form when the sp² orbitals of the two carbon atoms actually overlap, but the pi bond forms even when the p orbitals don't. ⚫ what is this magical sheet and where does it come from? ⚫ I don't think I'm getting the full story here. ⚫right from the start, organic chemistry doesn't make a lot of sense - I'm being asked to accept things that seem quite nonsensical. • I guess I had better just abandon trying to think about what's…arrow_forwardExamine the ungraded ball-and-stick model below to determine the three-dimensional structure of the molecule. On the corresponding 2D structure, draw one wedge bond and one dash bond over two existing bonds to indicate the same arrangement of atoms in space. The narrow part of each wedge-and-dash bond should be towards the same central carbon atom.arrow_forwarddraw lewis structure & show how the bond dipole moments contribute to the molecular dipole moment; estimate whether the compound will have large, small or zero dipole momentarrow_forward
- I already answered the first part which was satisfying the balances filling in the double and triple bonds as well as the unshared electron pairs, as you can see in the second picture I have written those answers and pin. I’m having trouble with converting the Lewis structure into bondline structures if you could please help me out I would appreciate it.arrow_forwardCan you help me please? If it includes these in the question, can you solve it using significant figures and dimensional analysis?arrow_forwardPlease draw the following Lewis structures (there are three). For each structure please identify the following. The total number of valence electrons (show work) A drawing of the correct Lewis structure The geometry of the molecule (required: give a one sentence justification of the geometry) The shape of the molecule (required: give a one sentence justification of the shape) Determine if the overall molecule is polar (required: give a one sentence justification of this answer) draw a Lewis structure and identify valence electrons, geometry, and shape. the three molecules are: TeI2Please enter in the total number of valence electrons for TeI2: A molecule composed of atom A with 5 valence electrons, and atom B with 7 valence electrons, and a formula of AB3. The AB bond is a polar bond.Please enter in the geometry of AB3: PF4+ (notice the positive charge)Please enter in the shape of PF4+:arrow_forward
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