6. Consider the radical halogenation of pentane. What are the possible mono-halogenated products? Label each product as chiral or achiral. For the chiral product(s), draw both enantiomers. Use your mechanistic understanding of radical halogenation to explain the expected formation of both enantiomers for any chiral mono-halogenated products. X, hv Chiral chiral achıral The chinal 2-halopentane will be formedas a race mic mixture. The enan omeric pair is made enanhomers a chiral in propagation Sep z and is due the the strvetre of the intermediate radicad. The Xz can add to elther lobe of the p ocbital H top fuce Xー× of SO150 Chance R 1somer メー× bottom * S LS omer

6. Consider the radical halogenation of pentane. What are the possible mono-halogenated products? Label each product as chiral or achiral. For the chiral product(s), draw both enantiomers. Use your mechanistic understanding of radical halogenation to explain the expected formation of both enantiomers for any chiral mono-halogenated products. X, hv Chiral chiral achıral The chinal 2-halopentane will be formedas a race mic mixture. The enan omeric pair is made enanhomers a chiral in propagation Sep z and is due the the strvetre of the intermediate radicad. The Xz can add to elther lobe of the p ocbital H top fuce Xー× of SO150 Chance R 1somer メー× bottom * S LS omer

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter14: Elimination

Section: Chapter Questions

Problem 36CTQ

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1)Chemistry students are taking an experimental course in organic chemistry at a public university. During an experiment involving conjugated dienes, some doubts arose when discussing the results obtained so far: (a) A student obtained two products from the reaction of 1,3-cyclohexadiene with Br2. His lab partner was surprised to get only one product from the reaction of 1,3 - cyclohexadiene with HBr. Explain these distinct results. (b) One student, seeing the discussion of colleagues, commented that she obtained two distinct products when reacting 1,3,5-hexatriene with HBr, with different yields just by changing the reaction temperature. Explain the results she obtained using reaction mechanism and based on kinetic and thermodynamic control involving conjugated dienes.
The central carbon atom of an allene is a member of two double bonds, and ithas an interesting orbital arrangement that holds the two ends of the molecule at rightangles to each other.(a) Draw an orbital diagram of allene, showing why the two ends are perpendicular.(b) Draw the two enantiomers of penta-2,3-diene. A model may be helpful
How many products are possible from the reaction ? Take stereochemistry into account
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In 4+2 cycloaddition, ENDO stereochemistry is preferred because: endo stereochemistry allows the diene to adopt s-cis conformation. endo stereochemistry results in less steric hindrance. the transition state leading to endo stereochemistry is higher energy. it allows for additional π to π overlap between the diene and the dienophile.
If this diene were to be treated with HBr at -10C, where would the Br attach to the structure in the major product?
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Draw and name all stereoisomers of 3-chlorohepta-2,4-diene using the E-Z nomenclature.