Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 2.1, Problem 4P
Look at the following electrostatic potential map of methylamine, a substance responsible for the odor of rotting fish, and tell the direction of polarization of the C-N bond:
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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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- Ketene, C2H2O, is a reactant for synthesizing cellulose acetate, which is used to make films, fibers, and fashionable clothing. (a) Write the Lewis structure of ketene. Ketene does not contain an OH bond. (b) Identify the electron-region geometry and the molecular geometry around each carbon atom and all the bond angles in the molecule. (c) Identify the hybridization of each carbon and oxygen atom. (d) Is the molecule polar or nonpolar? Use appropriate data to support your answer.arrow_forwardThe 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.arrow_forwardGive the approximate values for the indicated bond angles inthe following molecules:arrow_forward
- Draw the three non-ionic contributions to the resonance structure of naphthalene, C10H8 .arrow_forwardCalculate ΔH° (in kJ) for the following reaction. Bond energies: C-O 350 kJ/mol H-O 464 kJ/molarrow_forwardList the bond lenghts between the carbon and the oxygen atoms for the carboxylic acid and carboxylate ion and rank from shortest to longest. carboxylic acid carboxylate ion c-o c=o provide an explanation for the differences in the bond lengths and the orientation of the dipole moment between the acid and ion.arrow_forward
- Fill in any nonbonding valence electrons that are missing from the followingstructures:arrow_forward(d) A substance has the molecular formula C4H,N. Is there any likelihood that this material contains a triple bond? Provide reasons.arrow_forwardThe hydrocarbon cyclobutane, C4H8, is represented above. At high temperatures, cyclobutane quickly decomposes into ethene, C2H4. (see attached image) (a) Draw a Lewis electron-dot diagram of the ethene molecule in the following box, and estimate the value of the H−C−H bond angle in ethene.arrow_forward
- Direction: Draw the dipole moment vector for each molecules and identify whether the molecules are polar or non-polar. (Use the pauling's electronegativity values in determining the EN of each elements) 1) CH4 Harrow_forwardWhich has a greater dipole moment? CH2Cl2 or CH2F2 The book states that a C-Cl bond has a greater dipole moment than a C-F bond, regardless of F's larger electronegativity, because the C-Cl has a larger bond length. Does the same logic apply?arrow_forwardwhich of the following statement is not true? 1)Nitrogen s relative inertness is due to formation of strong and stable bond between 2 nitrogens atom. 2)the bond energy of N2 is relatively higher that makes it relatively inert. 3)the bond energy of an O-H bond is always the same in all compounds that contain an O-H bond 4)carbon-carbon single bond is the longest among all sorts of carbon-carbon bonds 5)a shorter bond in general ,is a stronger bond than a longer bondarrow_forward
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Types of bonds; Author: Edspira;https://www.youtube.com/watch?v=Jj0V01Arebk;License: Standard YouTube License, CC-BY