Lecture_18

Lecture_18 - Lecture 18 Chapter 5: Stereochemistry...

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Unformatted text preview: Lecture 18 Chapter 5: Stereochemistry Chapter 6: The Reac9ons of Alkynes Is the molecule shown below chiral or achiral?  A. Chiral  B. Achiral Is the molecule shown below chiral or achiral?  A. Chiral  B. Achiral Is the molecule shown below chiral or achiral?  A. Chiral  B. Achiral Is the molecule shown below chiral or achiral?  A. Chiral  B. Achiral Is the molecule shown below chiral or achiral?  A. Chiral  B. Achiral Is the molecule shown below chiral or achiral?  A. Chiral  B. Achiral Which of the following compounds has an R configura9on?  A B C D E Which of the following compounds has an R configura9on?  A B C D E Alkene Reac9on Stereochem  If product has stereochem but the reactant doesn’t, then it is always racemic. –  HBr addi?on to 1- butene: Other Stereochemical Outcomes  If reactant is pure enan?omer and a new chiral center is made, diastereomers result –  HBr addi?on of (R)- 3- chloro- 1- butene –  Transi?on states are diastereomeric, so different amounts of each are formed (stereoselec?ve) Forming Two Asymmetric Centers  If reactant has no asymmetric center:  Syn Addi?on- subs add to same side of C=C  An? Addi?on- subs add to opposite sides Stereochem of Hydrogen Addi9on  H2 adds syn Stereochem of Hydrobora9on  Hydrobora?on is syn Stereochem of Halide Addi9on  Halide addi?on is an? Enzyme Catalyzed Reac9ons  Enzyme reac?ons are stereospecific Enan9omers are Biologically Recognized Chapter 6: The Reac9ons of Alkynes Nomenclature of Alkynes  Internal and Terminal Alkynes  Common name as subs?tuted acetlyene Nomenclature  Count longest chain with func?onal group suffix  If same, first subs?tuent gets lowest number Nomenclature  Propargyl vs. allyl (common names)  Name the following: Mul9ple Func9onal Groups  Remember compound with two alkenes?  Same with alkynes, but end with “diyne” ...
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This note was uploaded on 09/09/2011 for the course CHEM 109A taught by Professor Bruice during the Spring '07 term at UCSB.

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