Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Textbook Question
Chapter 1, Problem 56P
There are two contributing resonance structures for an anion called acetaldehyde enolate, whose condensed molecular formula is
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For 1-54 (b), how do we determine if the hybridization of nitrogen is sp^2 or sp^3? One resonance structure (with the positive charge on nitrogen) has sp^2 while the other two have sp^3. Which structure do we use to assess hybridization?
Two compounds have the same molecular formula C2H2Br2 one has a dipole moment the other does not both compounds react with bromine Br2 to produce the same compounds this reaction is a general accepted test for double bonds and each bromine atom of Br2 adds to a different atom of the double bond what is the identity of the original compounds dascribe the argument you use
I need to indicate how the first resonance structure (the one with #4 above it) turns into the second one with arrows, but I cannot figure it out.
Chapter 1 Solutions
Organic Chemistry
Ch. 1 - Prob. 1PPCh. 1 - Prob. 2PPCh. 1 - Prob. 3PPCh. 1 - Prob. 4PPCh. 1 - Prob. 5PPCh. 1 - Prob. 6PPCh. 1 - Prob. 7PPCh. 1 - Prob. 8PPCh. 1 - Prob. 9PPCh. 1 - Prob. 10PP
Ch. 1 - Prob. 11PPCh. 1 - Prob. 12PPCh. 1 - Prob. 13PPCh. 1 - Prob. 14PPCh. 1 - Prob. 15PPCh. 1 - Prob. 16PPCh. 1 - Prob. 17PPCh. 1 - Prob. 18PPCh. 1 - Prob. 19PPCh. 1 - Prob. 20PPCh. 1 - Prob. 21PPCh. 1 - Practice Problem 1.22 Which of the following...Ch. 1 - Prob. 23PPCh. 1 - Prob. 24PPCh. 1 - Practice Problem 1.25
What do the bond angles of...Ch. 1 - Prob. 26PPCh. 1 - Practice Problem 1.27
Use VSEPR theory to predict...Ch. 1 - Practice Problem 1.28 Predict the bond angles of...Ch. 1 - 1.29 Which of the following ions possess the...Ch. 1 - 1.30 Write a Lewis structure for each of the...Ch. 1 - Prob. 31PCh. 1 - Add any unshared electrons to give each element an...Ch. 1 - Prob. 33PCh. 1 - What is the molecular formula for each of the...Ch. 1 - Prob. 35PCh. 1 - Prob. 36PCh. 1 - 1.37 Write bond-line formulas for all of the...Ch. 1 - Prob. 38PCh. 1 - Prob. 39PCh. 1 - Prob. 40PCh. 1 - Prob. 41PCh. 1 - (a) Cyanic acid (HOCN) and isocyanic acid (HN=C=O)...Ch. 1 - Consider a chemical species (either a molecule or...Ch. 1 - 1.44 Consider a chemical species like the one in...Ch. 1 - 1.45 Consider another chemical species like the...Ch. 1 - Draw a three-dimensional orbital representation...Ch. 1 - Ozone (O3) is found in the upper atmosphere where...Ch. 1 - Write resonance structures for the azide ion, N3....Ch. 1 - Write structural formulas of the type indicated:...Ch. 1 - Prob. 50PCh. 1 - 1.51 In Chapter 15 we shall learn how the...Ch. 1 - Prob. 52PCh. 1 - (a) Consider a carbon atom in its ground state....Ch. 1 - Open computer molecular models for dimethyl ether,...Ch. 1 - Boron is a group IIIA element. Open the molecular...Ch. 1 - 1.56 There are two contributing resonance...Ch. 1 - Prob. 1LGPCh. 1 - Consider the compound with the following condensed...Ch. 1 - Consider the compound with the following condensed...Ch. 1 - Consider the compound with the following condensed...Ch. 1 - Consider the compound with the following condensed...Ch. 1 - Consider the compound with the following condensed...Ch. 1 - Prob. 7LGPCh. 1 - Prob. 8LGP
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- Show all possible resonance structures for each of the following molecules: (a) sulfur dioxide SO2 (b) nitrous acid, HNO2 (c) thiocyanic acid, HSCNarrow_forwardIf the bond in the AB molecule is considered 100% ionic, the absolute value of the partial charge would be equal to the electron charge (1.602 x 10-19 C). If the distance between A and B atoms is taken as 10-10 m (1Å), the dipole moment between two elementary charges of opposite sign at atomic magnitude (1Å) distance between them is = 1.602x10-19 C x 10-10 m = 1.602 x 10- It is available in 29 Cm (or 4.8 x 10-18 esbcm). Dipole moment is given by debye (D) and 1D = 3.34x10-30 Cm (or 1D = 10-18 esbcm) (esb = electrostatic unit). 1. As can be seen, when the HCl covalent molecule is considered ionic and the bond length is 1.27x10-10 m, calculate the dipole moment. The experimental dipole moment of an HCl polar option is = 1.03 D. Calculate the value character of the H-Cl bond according to the bulletin. How many% covalent is the bond, how many% is ionic? Specifyarrow_forwardUse bond dissociation enthalpies to calculate values of delta H° for the following reactions a) CH3-CH3 + I2 = CH3CH2I + HI b) CH3CH2Cl + HI = CH3CH2I + HClarrow_forward
- The pentadienyl radical, H2C“CH¬CH“CH¬CH2#, has its unpaired electron delocalized over three carbon atoms.(a) Use resonance forms to show which three carbon atoms bear the unpaired electron.(arrow_forwardMethyl isocyanate, CH3 -N= C = O, is used in the industrial synthesis of a type of pesticide and herbicide known as a carbamate. As a historical note, an industrial accident in Bhopal, India, in 1984 resulted in leakage of an unknown quantity of this chemical into the air. An estimated 200,000 people were exposed to its vapors, and over 2000 of these people died. Q.) Write a Lewis structure for methyl isocyanate and predict its bond angles. What is the hybridization of its carbonyl carbon? Of its nitrogen atom?arrow_forwardIs the following true or false? Resonance is a useful tool to analyse intermediates, but cannot be used to examine starting materials or products.arrow_forward
- Using 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_forwardPick the pair of possible bond angles in the Lewis structure below. a-90 or 180 b-109 or 120 c-109 or 120 d-120 or 180 e-90 or 120 f-109 or 180arrow_forwardDoes CH3COCH3 has molecular resonance? If so, show all possible forms.arrow_forward
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