Exam 1: Structure and Bonding

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Draw the other important resonance form of: Draw the other important resonance form of:

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In the reaction below, label each reactant as a nucleophile or an electrophile. In the reaction below, label each reactant as a nucleophile or an electrophile.

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Draw a line-angle formula for (CH3)2CHCH2CH2NH2.

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Compute the empirical and molecular formulas for the compound of molecular weight 180 g/mol which is shown to contain 40.0% C and 6.7% H by elemental analysis.

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Draw 3 significant resonance structures for the compound shown below. Place a box around the major contributor. Fill in any missing formal charges. Draw 3 significant resonance structures for the compound shown below. Place a box around the major contributor. Fill in any missing formal charges.

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A sample of compound X is subjected to elemental analysis and the following percentages by weight are found: 39.97% C, 6.73% H, and 53.30% O. The molecular weight of X is 90. What is the empirical formula of X?

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Consider the species CH3O-, NH2-, and CH3COO-. Rank these ions in order of increasing basicity, and explain your rationale.

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Provide the electron configuration of phosphorus.

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The atomic number of boron is 5. The correct electronic configuration of boron is:

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Draw a correct Lewis structure for CH3CHCHCOOH.

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Write a completed equation for the acid-base pair shown below. HCN + NaOH →

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The formal charge on oxygen in dimethyl ether, CH3OCH3, is ________.

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Draw the important resonance forms of the structure below to indicate the delocalization of charge. Indicate which is the major contributor to the overall structure. Draw the important resonance forms of the structure below to indicate the delocalization of charge. Indicate which is the major contributor to the overall structure.

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Consider the set of compounds, NH3, HF, and H2O. Rank these compounds in order of increasing acidity and discuss your rationale.

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Which proton is the most acidic in the compound below? Which proton is the most acidic in the compound below?

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How many hydrogen atoms are present in the molecule shown? How many hydrogen atoms are present in the molecule shown?

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Draw the Lewis structure of acetic acid, CH3CO2H, including all non-bonding lone pairs.

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Complete the following acid/base reaction and use pKa or pKb values to predict whether the equilibrium will favor the reactants or products: Complete the following acid/base reaction and use pKa or pKb values to predict whether the equilibrium will favor the reactants or products:

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Draw additional resonance contributors for: Draw additional resonance contributors for:

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How many carbon atoms are present in the molecule shown? How many carbon atoms are present in the molecule shown?

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