The compound below is treated with chlorine in the presence of light. CH3 CH3CHCH₂CH3 Draw the structure for the organic radical species produced by reaction of the compound with a chlorine atom. Assume reaction occurs at the weakest C-H bond. O • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. O-Sn [F

The compound below is treated with chlorine in the presence of light. CH3 CH3CHCH₂CH3 Draw the structure for the organic radical species produced by reaction of the compound with a chlorine atom. Assume reaction occurs at the weakest C-H bond. O • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. O-Sn [F

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter2: Alkanes And Cycloalkanes

Section: Chapter Questions

Problem 2.56P: Complete and balance the following combustion reactions. Assume that each hydrocarbon is converted...

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Draw a structural formula for the one constitutional isomer of the unbranched alkane C7H16 in which the longest carbon chain has 4 atoms. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one.
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The compound below is treated with chlorine in the presence of light. CH2CH3 Draw the structure for the organic radical species produced by reaction of the compound with a chlorine atom. Assume reaction occurs at the weakest С-H bond.
The rate law for addition of Br2 to an alkene is first order in Br2 and first order in the alkene. Does this information suggest that the mechanism of addition of Br2 to an alkene proceeds in the same manner as for addition of HBr? Explain.
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Draw Lewis structures and condensed structural formulas for the four alcohols with the molecular formula C4H10O. Classify each alcohol as primary, secondary, or tertiary. (Hint: First consider the connectivity of the four carbon atoms; they can be bonded either four in a chain or three in a chain with the fourth carbon as a branch on the middle carbon. Then consider the points at which the iOH group can be bonded to each carbon chain.)
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In a time-resolved picosecond spectroscopy experiment, Sheps, Crowther, Carrier, and Crim (Journal of Physical Chemistry A, Vol. 110, 2006; pp. 30873092) generated chlorine atoms in the presence of pentane. The pentane was dissolved in dichloromethane, CH2C12. The chlorine atoms are free radicals and are very reactive. After a nanosecond the chlorine atoms have reacted with pentane molecules, removing a hydrogen atom to form HCl and leaving behind a pentane radical with a single unpaired electron. The equation is Cl (dcm) + C5H12(dcm) HCl(dcm) + C5H11 (dcm) where (dcm) indicates that a substance is dissolved in dichloromethane. Measurements of the concentration of chlorine atoms were made as a function of time at three different concentrations of pentane in the dichloromethane. These results are shown in the table. (a) Determine the order of the reaction with respect to chlorine. (b) Determine whether the reaction rate depends on the concentration of pentane in dichloromethane. If so, determine the order of the reaction with respect to pentane. (c) Explain why the concentration of pentane in dichloromethane does not affect the data analysis that you performed in part (a). (d) Write the rate law for the reaction and calculate the rate of reaction for a concentration of chlorine atoms equal to 1.0 M and a pentane concentration of 0.23 M. (e) Sheps, Crowther, Carrier, and Crim found that the rate of formation of HCl matched the rate of disappearance of Cl. From this they concluded that there were no intermediates and side reactions were not important. Explain the basis for this conclusion.
The rate law for addition of Br2 to an alkenes is first order in Br2 and first order in the alkene. Does this information suggest that the mechanism of addition of Br2 to an alkene proceeds in the same matter as for addition of HBr? Explain.