Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 2.SE, Problem 62AP
Thiamin diphosphate (TPP), a derivative of vitamin B1 required for glucose
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Write a Lewis structure for the amide ion, NH2─, and assign formal charges to each atom.
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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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- Write the correct Lewis structure and assign a formal charge to each atom in fulminate ion, CNO.arrow_forwardWrite the skeletal four Lewis structures of nitrosyl chloride, NOCI, one of the oxidizing agents present in aqua regia. Determine the best Lewis structure. Explain your answer with assigning formal charges for each structure.arrow_forwardSpecify the formal charges (both sign and magnitude) on the atoms labelled a-c.arrow_forward
- The carbonate anion, CO32- , is a resonance hybrid. Draw all of the important resonance structures for this molecule. If an atom has a nonzero formal charge, be sure the formal charge is shown clearly in the structure. Use the resonance structures to calculate the average formal charge on each O atom (which are all equivalent in the "true" structure). [Note: all of the important contributing resonance structures have octets around each atom that desires an octet.]arrow_forwardWrite Lewis Structure and Determine the Formal Charge of H C N H N C Which is the best way to represent hydrocyanic acid? Why?arrow_forwardWhat is the formal charge of the central atom of chlorite ion? O-2 O-1 O +2 O +1arrow_forward
- Which of the following statements concerning the structures below is/are true? You can select more than one, or none, of these statements. N = A N: Z: = N B = Z: :N=N- The total charge on this species is -1. Structure B is the least important structure. For each N in structure B, the formal charge is zero. Structures A and B are equivalent resonance structures. Structures A, B, and C are equivalent resonance structures. Structures A and C are equivalent resonance structures. In structure A, the N atom on the left has a formal charge of zero. C N:arrow_forwardWith reference to the “Chemistry Put to Work” box on explosives, (a) use bond enthalpies to estimate the enthalpy change for the explosion of 1.00 g of nitroglycerin. (b) Write a balanced equation for the decomposition of TNT. Assume that, upon explosion, TNT decomposes into N2(g), CO2(g), H2O(g), and C(s).arrow_forwardWhich of the following statements concerning the structures below is/are true? Formal charges are not shown. You can select more than one, or none, of these statements. (i) (ii) (iii) Ö (iv) The total charge on this species is zero. The formal charge of Cl is -3 in structure (i). CI has an expanded octet in all of these structures. The formal charge of Cl is +1 in structure (iii). Structures (ii), (iii), and (iv) are all unrealistic because, in each, there are too many electrons around O Cl. On the basis of formal charges, structure (i) is the most important structure.arrow_forward
- Write the Lewis structures for CH2N2, including all resonance forms, and show formal charges.arrow_forwardDraw the two resonance structures of CINO, with N as the central atom. Give the formal charges of all of the atoms.arrow_forwardWhich of the Lewis structures for NO is dominantly based on analysis of the formal charges?arrow_forward
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