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 1.77AP
In future chapters, we will encounter carbanions—ions in which a carbon atom has three bonds and a lone pair of electrons and bears a negative charge. Draw another contributing structure for the allyl anion. Now using cartoon representations, draw the three orbitals that represent the delocalized π system (look at Figure 1.26 for a hint). Which of the three orbitals are populated with electrons?
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3. Complete the following for the formula PCl2I (there is only 1 central atom). Draw a plausible Lewis Structure. Name the electron geometry associated with your structure above. Name the molecular shape associated with your structure above. Draw a 3D representation of your structure including approximate bond angles. Would your structure be polar or nonpolar? Be sure to show or explain how you determined this.
Draw the 2D and the 3D Lewis structure for each molecule. You do not need to show resonance structures here. Determine the electron
pair geometry (EPG), the molecular geometry (MG), the bond angle (BA) around the central atom, and the hybridization of the central or
bold atom. Circle the formula of any polar molecule. For molecules with more than one central atom (e.g. CH,CH,0H) give the structure
around the bold atom.
Molecule
ЕPG
Hyb
(circle if
polar)
2D Lewis Structure
3D Lewis Structure
MG
ВА
CH,S
GeO2
CF4
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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- Draw the 2D and the 3D Lewis structure for each molecule. You do not need to show resonance structures here. Determine the electron pair geometry (EPG), the molecular geometry (MG), the bond angle (BA) around the central atom, and the hybridization of the central or bold atom. Circle the formula of any polar molecule. For molecules with more than one central atom (e.g. CH,CH,0H) give the structure around the bold atom. Molecule ЕPG Hyb (circle if 2D Lewis Structure 3D Lewis Structure MG polar) ВА CH2S GeO2 CF,arrow_forwardUsing the values of electronegativity given in Table 1.5, predict which indicated bond in each set is more polar, and using the symbols + and , show the direction of its polarity. (a) CH3OH or CH3OH (b) CH3NH2 or CH3 PH2 (c) CH3 SH or CH3SH (d) CH3F or HFarrow_forwardCan you help me correcting question 2?I have the answers right, I just need to do what these notes say. Notes 1:(you have the right choices, but note that in your drawings you should have two molecules of each, since the H bond forms between molecules.) Notes 2:(I meant two of the same molecule - the circled one in each pair. Then draw the hydrogen bond as a dotted line between appropriate atoms between them.)arrow_forward
- Answer the questions in the table below about the shape of the nitrosyl choride (NOC1) molecule. How many electron groups are around the central nitrogen atom? Note: one "electron group" means one lone pair, one single bond, one double bond, or one triple bond. What phrase best describes the arrangement of these electron groups around the central nitrogen atom? (You may need to use the scrollbar to see all the choices.) 0 (choose one) Xarrow_forwardH-N=C-N-H 1 Draw the major contributing structure with formal charge(s) below. If there are electrons around any of the atoms ignore them for now. The details will be addressed in the next section. Draw Your Solution Now specify the number of electrons in lone pairs around the specified atoms in the contributing structure that was drawn. The atom labels correspond to the atom labels on the structure in the question. N1 has 2 N2 has C1 and C C3 and C C5 and C H In the contributing structure, the double bonds are placed between: C1 has C2 has C3 has C4 has C5 has C6 has electron(s). electron(s). Now specify the number of electrons in lone pairs around the specified atoms in the contributing structure. The atom labels correspond to the atom labels on the structure in the question. New WP Integrat...pdf electron(s). electron(s) electron(s). electron(s). electron(s). electron(s)arrow_forwardDraw a valid Lewis (electron dot) structure of the following molecular formula. Note multiple structures (isomers) possible you only have to draw 1, but it must be valid (i.e. all atoms having the correct number of electrons). You must show how you arrived at the answer so I know it was not just copied from Google Images. You must show your work when tallying bonding electrons and how you get to the final structure to get credit! C2H3Narrow_forward
- Answer the questions in the table below about the shape of the fluoroform (CHF3) molecule. How many electron groups are around the central carbon atom? Note: one "electron group" means one lone pair, one single bond, one double bond, or one triple bond. What phrase best describes the arrangement of these electron groups around the central carbon atom? (You may need to use the scrollbar to see all the choices.) 0 (choose one) X 8arrow_forwardDraw the 2D and the 3D Lewis structure for each molecule. You do not need to show resonance structures here. Determine the electron pair geometry (EPG), the molecular geometry (MG), the bond angle (BA) around the central atom, and the hybridization of the central or bold atom. Circle the formula of any polar molecule. For molecules with more than one central atom (e.g. CH3CH20H) give the structure around the bold atom. Molecule ЕPG Hyb (circle if 2D Lewis Structure 3D Lewis Structure MG polar) ВА CH2S GeO2 CF4arrow_forwardis this correct?arrow_forward
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