Exam 2: Structure and Properties of Organic Molecules

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Draw the structure of the isomeric form of 1,2-dichloroethene (CHC–CHCl) which has no net dipole moment.

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If a compound, C5H7NO, contains 1 ring, how many pi bonds are there in this compound?

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C

Which of the class of organic compound below contains a carbonyl group as a part of its structure?

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E

Two p orbitals can overlap to form a s* molecular orbital. How many nodes are present in this s* molecular orbital?

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From a molecular orbital perspective why isn't there relatively free rotation about the carbon-carbon double bond in ethene (CH2=CH2)?

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Does 1,1-dichloroethene (Cl2C → CH2) have a net molecular dipole moment? If it does, draw the molecule and indicate the direction of this molecular dipole moment.

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The electron density at any point is proportional to the ________ of the electron wave at that point.

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Based on the structure below, what is the value for the H-N-CH3 bond angle? Based on the structure below, what is the value for the H-N-CH<sub>3</sub> bond angle?

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The HCH bond angle in allene (H2CCCH2) is ________.

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A molecule of acetylene (C2H2) has a ________ geometry and a molecular dipole moment that is ________.

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When orbitals on different atoms interact, ________ are produced.

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In the structure below, the sigma bond of the carbonyl is formed from the overlap of a(n) ________ atomic orbital of carbon and a(n) ________ atomic orbital of oxygen. In the structure below, the sigma bond of the carbonyl is formed from the overlap of a(n) ________ atomic orbital of carbon and a(n) ________ atomic orbital of oxygen.

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Choose the correct hybridization for the atom indicated in the molecule below. Choose the correct hybridization for the atom indicated in the molecule below.

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Boron trifluoride (BF3) is a molecule in which the boron atom is ________ hybridized and the FBF bond angle is ________.

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Choose the correct hybridization for the atom indicated in the molecule below. Choose the correct hybridization for the atom indicated in the molecule below.

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Which compound is more soluble in water? Briefly explain your choice. CH3OCH3 or CH3CH2OH

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How many sp2 hybridized carbon atoms are present in the molecule shown? How many sp<sup>2 </sup>hybridized carbon atoms are present in the molecule shown?

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Choose the correct hybridization for the atom indicated in the molecule below. Choose the correct hybridization for the atom indicated in the molecule below.

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The structure of Tamiflu, an antiinfluenza drug, is shown below (Organic Lett.  2007, \textbf{ 2007, } 259). Circle and identify each functional group in Tamiflu.  The structure of Tamiflu, an antiinfluenza drug, is shown below (Organic Lett.  \textbf{    2007,     }   259). Circle and identify each functional group in Tamiflu.

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Which functional group occurs more than two times in the structure of the HIV protease inhibitor drug called Saquinavir?

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