Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 2.SE, Problem 22VC
cis-l, 2-Dichloroethylene and trans-1, 2-dichloroethylene are isomers, compounds with the same formula but different chemical structures. Look at the following electrostatic potential maps, and tell whether either compound has a dipole moment.
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X
The cyanate ion is an anion consisting of one oxygen atom, one carbon atom, and onenitrogen atom, [OCN], in that order. a) Write three (3) resonance contributing structures for the cyanate ion. Show formalcharges.b) Based on your contributing structures, predict the O-C-N bond angle.
Chapter 2 Solutions
Organic Chemistry
Ch. 2.1 - Prob. 1PCh. 2.1 - Prob. 2PCh. 2.1 - Use the electronegativity values shown in Figure...Ch. 2.1 - Look at the following electrostatic potential map...Ch. 2.2 - Ethylene glycol, HOCH2CH2OH, may look nonpolar...Ch. 2.2 - Make three-dimensional drawings of the following...Ch. 2.3 - Calculate formal charges for the nonhydrogen atoms...Ch. 2.3 - Organic phosphate groups occur commonly in...Ch. 2.6 - Which of the following pairs of structures...Ch. 2.6 - Draw the indicated number of resonance forms for...
Ch. 2.7 - Nitric acid (HNO3) reacts with ammonia (NH3) to...Ch. 2.8 - Prob. 12PCh. 2.8 - Amide ion, H2N-, is a much stronger base than...Ch. 2.9 - Prob. 14PCh. 2.9 - Prob. 15PCh. 2.9 - Prob. 16PCh. 2.11 - Using curved arrows, show how the species in part...Ch. 2.11 - Prob. 18PCh. 2.12 - Of the two vitamins A and C, one is hydrophilic...Ch. 2.SE - Prob. 20VCCh. 2.SE - The following model is a representation of...Ch. 2.SE - cis-l, 2-Dichloroethylene and trans-1,...Ch. 2.SE - The following molecular models are representations...Ch. 2.SE - Predict the product(s) of the acid/base reactions...Ch. 2.SE - Use curved arrows to draw the protonated form of...Ch. 2.SE - Prob. 26MPCh. 2.SE - Double bonds can also act like Lewis bases,...Ch. 2.SE - Prob. 28APCh. 2.SE - Use the electronegativity table given in Figure...Ch. 2.SE - Which of the following molecules has a dipole...Ch. 2.SE - Prob. 31APCh. 2.SE - Phosgene, C12C=O, has a smaller dipole moment than...Ch. 2.SE - Prob. 33APCh. 2.SE - Methanethiol, CH3SH, has a substantial dipole...Ch. 2.SE - Calculate the formal charges on the atoms shown in...Ch. 2.SE - Assign formal charges to the atoms in each of the...Ch. 2.SE - Which of the following pairs of structures...Ch. 2.SE - Prob. 38APCh. 2.SE - 1, 3-Cyclobutadiene is a rectangular molecule with...Ch. 2.SE - Alcohols can act either as weak acids or as weak...Ch. 2.SE - The O-H hydrogen in acetic acid is more acidic...Ch. 2.SE - Draw electron-dot structures for the following...Ch. 2.SE - Write the products of the following acid-base...Ch. 2.SE - Rank the following substances in order of...Ch. 2.SE - Which, if any, of the substances in Problem 2-44...Ch. 2.SE - The ammonium ion (NH4+, pKa = 9.25) has a lower...Ch. 2.SE - Prob. 47APCh. 2.SE - Prob. 48APCh. 2.SE - Calculate Ka values from the following pka’s:...Ch. 2.SE - Calculate pKa values from the following Ka’s:...Ch. 2.SE - What is the pH of a 0.050 M solution of formic...Ch. 2.SE - Prob. 52APCh. 2.SE - Maleic acid has a dipole moment, but the closely...Ch. 2.SE - Assume that you have two unlabeled bottles, one of...Ch. 2.SE - Identify the acids and bases in the following...Ch. 2.SE - Which of the following pairs represent resonance...Ch. 2.SE - Draw as many resonance structures as you can for...Ch. 2.SE - Carbocations, which contain a trivalent,...Ch. 2.SE - We’ll see in the next chapter that organic...Ch. 2.SE - The azide functional group, which occurs in...Ch. 2.SE - Phenol, C6H5OH, is a stronger acid than methanol,...Ch. 2.SE - Thiamin diphosphate (TPP), a derivative of vitamin...Ch. 2.SE - Determine if each compound or ion below has a...Ch. 2.SE - Prob. 64APCh. 2.SE - Prob. 65APCh. 2.SE - Draw the conjugate base for each compound below...Ch. 2.SE - 1, 1, 1-Trichloroethanol is an acid more than 1000...
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- 2) Explain (use resonance structures) why this molecule has a measurable dipole moment.arrow_forwardFor the following molecule, indicate the positive and negative ends of the dipole, using the symbol →→→→→→→. Refer to a table of the Pauling electronegativity scale as needed. Select the single best answer. CO The arrow points to the left. The arrow points to the right.arrow_forwardConsider the molecule of furan. Its Lewis structure is shown. H X Is furan polar? If yes, consider which side of the molecule has partial negative charge and which - partial positive. Then, indicate the direction of the dipole moment relative to the molecule as shown. Non-polar, zero dipole moment. Polar, the dipole vector points along one of the C-O bonds. Polar, the dipole vector points along one of the C-H bonds. Polar, the dipole vector points along the vertical axis. Polar, the dipole vector points along the horizontal axis.arrow_forward
- (a) How does a polar molecule differ from a nonpolar one? (b) Atoms X and Y have different electronegativities. Will the diatomic molecule X—Y necessarily be polar? Explain. (c) What factors affect the size of the dipole moment of a diatomic molecule?arrow_forwardDraw the Lewis dot structure of the conjugate base of cyclopentane by assuming all the atoms in the molecule obey the octet rule. Show all lone pairs and formal charges. Do no draw resonance structures.arrow_forwardWhat do you mean by the below statement ? An inductive effect is the pull of electron density through σ bondscaused by electronegativity differences of atoms.arrow_forward
- Oxygen, O2, can acquire one or two electrons to give O2^- (superoxide ion) or O2^2- (peroxide ion). Write the electron configuration for the ions in molecular orbital terms, and then compare them with the O2 molecule on the following bases. a)magnetic character b) net number of sigma and pi bonds c) bond order d) oxygen-oxygen bond lengtharrow_forwardA classmate of yours is convinced that he knows everythingabout electronegativity. (a) In the case of atoms X and Y havingdifferent electronegativities, he says, the diatomic moleculeX¬Y must be polar. Is your classmate correct? (b) Yourclassmate says that the farther the two atoms are apart in abond, the larger the dipole moment will be. Is your classmatecorrect?arrow_forwarda) Determine the shape around each of the central atoms in acetone (CH,),C=O by writing its Lewis structure. Show the bond angles and find the electron group arrangement of each central atom. (Explanation should be made in detail)arrow_forward
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