Chemistry: Structure and Properties, Books a la Carte PACKAGE W/MasteringChemistry, 2nd Edition
2nd Edition
ISBN: 9780134777559
Author: Tro, Nivaldo J.
Publisher: PEARSON
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Chapter 5, Problem 34E
Interpretation Introduction
To determine:
The Lewis structure of given molecule or ion.
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Answer
2. Provide a clear arrow-pushing mechanism for the following reactions. Do not skip proton
transfers, do not combine steps, and make sure your arrows are clear enough to be interpreted
without ambiguity.
a.
CH3
Ph
OEt
هد
Ph
CH3
Hint: the species on the left is an ynolate, which behaves a lot like an enolate.
b.
CH3
H3C
CH3
CH3
H3C
an unexpected product,
containing a single 9-
membered ring
the expected product,
containing two fused rings
H3C-I
(H3C)2CuLi
an enolate
Chapter 5 Solutions
Chemistry: Structure and Properties, Books a la Carte PACKAGE W/MasteringChemistry, 2nd Edition
Ch. 5 - What is electronegativity? What are the periodic...Ch. 5 - Explain the difference between a pure covalent...Ch. 5 - What is meant by the percent ionic character of a...Ch. 5 - Prob. 4ECh. 5 - What is the magnitude of the dipole moment formed...Ch. 5 - What is the basic procedure for writing a covalent...Ch. 5 - How do you determine the number of electrons that...Ch. 5 - What are resonance structures? What is a resonance...Ch. 5 - Prob. 9ECh. 5 - Prob. 10E
Ch. 5 - Prob. 11ECh. 5 - Prob. 12ECh. 5 - What is bond energy?Ch. 5 - Give some examples of some typical bond lengths....Ch. 5 - Why is molecular geometry important? Cite some...Ch. 5 - According to VSEPR theory, what determines the...Ch. 5 - Name and draw the five basic electron geometries,...Ch. 5 - Explain the difference between electron geometry...Ch. 5 - List the correct electron and molecular geometries...Ch. 5 - How do you apply VSEPR theory to predict the shape...Ch. 5 - How do you determine if a molecule is polar?Ch. 5 - Why is polarity a key connection between the...Ch. 5 - Prob. 23ECh. 5 - Determine if a bond between each pair of atoms...Ch. 5 - Prob. 25ECh. 5 - Draw the Lewis structure for BrF with an arrow...Ch. 5 - Prob. 27ECh. 5 - Write the Lewis structure for each molecule. NF3...Ch. 5 - Prob. 29ECh. 5 - Write the Lewis structure for each molecule. CH2O...Ch. 5 - Prob. 31ECh. 5 - Prob. 32ECh. 5 - Write the Lewis structure for each molecule or ion...Ch. 5 - Prob. 34ECh. 5 - Write a Lewis structure that obeys the octet rule...Ch. 5 - Prob. 36ECh. 5 - Use formal charge to determine which Lewis...Ch. 5 - Prob. 38ECh. 5 - How important is this resonance structure to the...Ch. 5 - Prob. 40ECh. 5 - Prob. 41ECh. 5 - Prob. 42ECh. 5 - Determine the formal charges of the atoms shown in...Ch. 5 - Prob. 44ECh. 5 - Prob. 45ECh. 5 - Write the Lewis structure for each molecule (octet...Ch. 5 - Prob. 47ECh. 5 - Write Lewis structures for each molecule or ion....Ch. 5 - Prob. 49ECh. 5 - Write Lewis structures for each molecule or ion....Ch. 5 - List these compounds in order of increasing...Ch. 5 - Which of these compounds has the stronger...Ch. 5 - A molecule with the formula AB3 has a trigonal...Ch. 5 - A molecule with the formula AB3 has a trigonal...Ch. 5 - For each molecular geometry shown here, list the...Ch. 5 - For each molecular geometry shown here, list the...Ch. 5 - Determine the electron geometry, molecular...Ch. 5 - Determine the electron geometry, molecular...Ch. 5 - Which species has the smaller bond angle, H3O+ or...Ch. 5 - Which species has the smaller bond angle; C1O4- or...Ch. 5 - Determine the molecular geometry and draw each...Ch. 5 - Determine the molecular geometry and draw each...Ch. 5 - Determine the molecular geometry about each...Ch. 5 - Prob. 64ECh. 5 - Prob. 65ECh. 5 - Prob. 66ECh. 5 - Prob. 67ECh. 5 - Determine the geometry about each interior atom in...Ch. 5 - Explain why CO2 and CCl4 are both nonpolar even...Ch. 5 - CH3F is a polar molecule, even though the...Ch. 5 - Determine whether each molecule in Exercise 57 is...Ch. 5 - Prob. 72ECh. 5 - Determine whether each molecule or ion is polar or...Ch. 5 - Determine whether each molecule is polar or...Ch. 5 - Each compound contains both ionic and covalent...Ch. 5 - Prob. 76ECh. 5 - Carbon ring structures are common in organic...Ch. 5 - Prob. 78ECh. 5 - Prob. 79ECh. 5 - Diazomethane is a highly poisonous, explosive...Ch. 5 - Prob. 81ECh. 5 - Phosgene (Cl2CO) is a poisonous gas that was used...Ch. 5 - The cyanate ion (OCN-) and the fulminate ion...Ch. 5 - Prob. 84ECh. 5 - Prob. 85ECh. 5 - Prob. 86ECh. 5 - Prob. 87ECh. 5 - Prob. 88ECh. 5 - Prob. 89ECh. 5 - Free radicals are important in many...Ch. 5 - A compound composed of only carbon and hydrogen is...Ch. 5 - A compound composed of only carbon and chlorine is...Ch. 5 - Prob. 93ECh. 5 - The genetic code is based on four different bases...Ch. 5 - Prob. 95ECh. 5 - Prob. 96ECh. 5 - Prob. 97ECh. 5 - A 0.167-g sample of an unknown compound contains...Ch. 5 - Use the dipole moments of HF and HCI (given at the...Ch. 5 - One form of phosphorus exists as P4 molecules....Ch. 5 - A compound has the formula C8H8 and does not...Ch. 5 - Draw the Lewis structure for acetamide (CH3CONH2),...Ch. 5 - Prob. 103ECh. 5 - In the very first chapter of this book, we...Ch. 5 - Which statement best captures the fundamental idea...Ch. 5 - Prob. 106ECh. 5 - Have each member of your group represent an atom...Ch. 5 - Prob. 108ECh. 5 - Prob. 109ECh. 5 - Prob. 110ECh. 5 - Pass a piece of paper around the group and ask...Ch. 5 - Prob. 112ECh. 5 - At least two different numbers of electron groups...Ch. 5 - Prob. 114ECh. 5 - The VSEPR model is useful in predicting bond...Ch. 5 - Which set of elements is arranged in order of...Ch. 5 - Prob. 2SAQCh. 5 - Which pair of atoms forms the most polar bond? C...Ch. 5 - Which pair of atoms forms a nonpolar covalent...Ch. 5 - Prob. 5SAQCh. 5 - Prob. 6SAQCh. 5 - Prob. 7SAQCh. 5 - Prob. 8SAQCh. 5 - Prob. 9SAQCh. 5 - Prob. 10SAQCh. 5 - Prob. 11SAQCh. 5 - Predict the relative bond angles in BF3 and SO2Ch. 5 - Predict the molecular geometry about N in the...Ch. 5 - Which molecule is polar?
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- b. H3C CH3 1. 2. H3O+ H3C MgBr H3Carrow_forwardPredict the major products of this reaction: excess H+ NaOH ? A Note that the first reactant is used in excess, that is, there is much more of the first reactant than the second. If there won't be any products, just check the box under the drawing area instead. Explanation Check Click and drag to start drawing a structure. © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use Privarrow_forward1. For each of the reaction "railroads" below, you are either asked to give the structure(s) of the starting material(s) or product(s), or provide reagents/conditions to accomplish the transformation, as indicated by the boxes. a. NaOMe H+ .CO,H HO₂C MeOH (excess) MeOH H3C Br يع CH3 1. LiAlH4 2. H3O+ 3. PBг3 H3C 1. Et-Li 2. H3O+ -CO₂Me -CO₂Me OH CH3 CH3 ল CH3arrow_forward
- Predict the intermediate 1 and final product 2 of this organic reaction: NaOMe ག1, ད།་, - + H You can draw 1 and 2 in any arrangement you like. 2 work up Note: if either 1 or 2 consists of a pair of enantiomers, just draw one structure using line bonds instead of 3D (dash and wedge) bonds at the chiral center. Explanation Check Click and drag to start drawing a structure. Х © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Parrow_forwardWhat is the total energy cost associated with the compound below adopting the shown conformation? CH3 HH DH CH3arrow_forwardΗΝ, Draw Final Product C cyclohexanone pH 4-5 Edit Enamine H3O+ CH3CH2Br THF, reflux H Edit Iminium Ionarrow_forward
- How many hydrogen atoms are connected to the indicated carbon atom?arrow_forwardIdentify the compound with the longest carbon - nitrogen bond. O CH3CH2CH=NH O CH3CH2NH2 CH3CH2C=N CH3CH=NCH 3 The length of all the carbon-nitrogen bonds are the samearrow_forwardIdentify any polar covalent bonds in epichlorohydrin with S+ and 8- symbols in the appropriate locations. Choose the correct answer below. Η H's+ 6Η Η Η Η Η Ηδ Η Ο Ο HH +Η Η +Η Η Η -8+ CIarrow_forward
- H H:O::::H H H HH H::O:D:D:H HH HH H:O:D:D:H .. HH H:O:D:D:H H H Select the correct Lewis dot structure for the following compound: CH3CH2OHarrow_forwardRank the following compounds in order of decreasing boiling point. ннннн -С-С-Н . н-с- ННННН H ΗΤΗ НННН TTTĪ н-с-с-с-с-о-н НННН НН C' Н н-с-с-с-с-н НН || Ш НННН H-C-C-C-C-N-H ННННН IVarrow_forwardRank the following compounds in order of decreasing dipole moment. |>||>||| ||>|||>| |>|||>|| |||>||>| O ||>>||| H F H F H c=c || H c=c F F IIIarrow_forward
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