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Exam 3 Crowe

Quiz yourself by thinking what should be in each of the black spaces below before clicking on it to display the answer.
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Question
Answer
achiral   a molecule or object that contains an element (a plane or a point) of symmetry; has a superimposable mirror image  
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anti addition   an addition reaction in which the two added substituents add to opposite sides of the molecule  
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asymmetric center   an atom that is bonded to four different substituents  
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chiral   a molecule that has a non superimposable mirror image; an object with a right-handed and a left-handed form  
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cis-isomer   the isomer with substituents on the same side of a cyclic structure, or the isomer with the hydrogens on the same side of a double bond  
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cis-trans isomers   result from not being able to rotate about a carbon-carbon bond. They are also called geometric isomers or E,Z isomers.  
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diastereomer   stereoisomers that are not enantiomers  
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enantiomer   nonsuperimposable mirror-image molecule (chiral); each member is chiral (chirality is a property of an entire object or an entire molecule)  
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enantiomeric excess   how much excess of one enantiomer is present in a mixture of a pair of enantiomers, expressed as a percentage  
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observed rotation   the amount of rotation observed in a polarimeter  
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observed specific rotation   the specific rotation measured for a particular sample  
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polarimeter   an instrument that measures the rotation of the plane of polarization of plane-polarized light  
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R configuration   an arrow drawn from the highest-priority group to the next priority group that goes in a clockwise direction  
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regioselective   describes a reaction that leads to the preferential formation of one constitutional isomer over another  
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S configuration   an arrow drawn from the highest-priority group to the next priority group that goes in a counterclockwise direction  
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specific rotation   the amount of rotation that will be observed for a compound with a concentration of 1.0g/mL in a sample tube 1.0dm long  
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stereocenter   an atom at which the interchange of two groups produces a stereoisomer  
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stereochemistry   the field of chemistry that deals with the structure of molecules in three dimensions  
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stereoisomers   isomers that differ in the way the atoms are arranged in space  
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stereoselective   describes a reaction that leads to the preferential formation of one stereoisomer over another  
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stereospecific   describes a reaction in which the reactant can exist as stereoisomers and each stereoisomeric reactant leads to a different stereoisomeric product  
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syn addition   an addition reaction in which the two added substituents add to the same side of the molecule  
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trans isomer   the isomer with substituents on the opposite sides of a cyclic structure, or the isomer with the hydrogens on the opposite sides of the double bond  
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acetylide ion   the conjugate base of a terminal alkyne RC(triple bond)C-  
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aldehyde   a compound with a carbonyl group that is bonded to an alkyl group and to a hydrogen (or bonded to two hydrogens)http://img.tfd.com/mosbycam/thumbs/500045-fx18.gif  
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alkylation reaction   a reaction that adds an alkyl group to a reactant  
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alkyne   a hydrocarbon that contains a carbon carbon triple bond  
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carbonyl group   a carbon doubly bonded to an oxygen  
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alkylation reaction   a reaction that adds an alkyl group to a reactant  
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alkyne   a hydrocarbon that contains a carbon-carbon triple bond  
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carbonyl group   a carbon doubly bonded to an oxygen  
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enol   an alkene with an OH group bonded to one of the sp2 carbons  
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geminal dihalide   an compound with two halogen atoms bonded to the same carbon  
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internal alkyne   an alkyne with its triple bond not at the end of the carbon chain  
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keto-enol tautomers   a ketone and its isomeric enol. The keto and enol tautomers differ only in the location of a double bond and a hydrogen  
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ketone   a compound with a carbonyl group that is bonded to two alkyl groups  
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radical anion   a species with a negative charge and an unpaired electron  
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retrosynthesis   working backward (on paper) from a target molecule to available starting materials  
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tautomers   consitutional isomers that are in rapid equilibrium; for example, keto and enol tautomers. they differ only in the location of a double bond and a hydrogen  
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terminal alkyne   an alkyne with its triple bond at the end of the carbon chain  
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vinylic cation   a compound with a positive charge on a vinylic carbon  
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vinylic radical   a compound with an unpaired electron on a vinylic carbon  
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