Exam 10: Organohalides
Draw the mechanism of production of trans-3-decene from trans-1-fluoro-1-heptene.
Exhibit 10-2
To answer the following question(s) consider the reaction below:
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Exhibit 10-4
Consider the reaction below to answer the following question(s).
-Refer to Exhibit 10-4.Draw the resonance forms of the allylic radical intermediate that accounts for the formation of B and C.

Exhibit 10-4
Consider the reaction below to answer the following question(s).
-Refer to Exhibit 10-4.D and E,below,are minor products in this reaction.Explain why. 
Exhibit 10-2
To answer the following question(s) consider the reaction below:
-Refer to Exhibit 10-2.Will the product mixture of this reaction display optical activity?
Exhibit 10-3
Consider the reaction below to answer the following question(s).
-Refer to Exhibit 10-3.Tell whether radical chlorination of methylcyclopentane is an oxidation or a reduction process.
Draw the condensed formula for the product formed when the following substance is treated with NBS using carbon tetrachloride as the solvent. 
Which of the following is a valid comparison of organocopper and organopalladium reagents?
Exhibit 10-3
Consider the reaction below to answer the following question(s).
-Refer to Exhibit 10-3.Label the chirality centers in the monochlorination products of methylcyclopentane with an asterisk.
Consider the following reaction.
This reaction is classified as:
The following compound has been used as a less-ozone-depleting replacement for Freons.Name this compound.
CHF2CF3
Which of the following pairs are not alternative reagents to prepare the indicated products?
Rank the following compounds in order of increasing oxidation level.Place the number rank (1 = lowest;4 = highest) in the blank below the structure. 
In the discussion on relative reactivity of alkane hydrogens towards radical chlorination,we showed that the relative rate of 2° to 1° hydrogen atom abstraction is 3.5 : 1 for butane.Calculate the relative amounts of 1-chloropropane and 2-chloropropane obtained by the radical chlorination of propane,using this relative rate of reactivity. 
Exhibit 10-2
To answer the following question(s) consider the reaction below:
-A)When propylbenzene reacts with tert-butylhypochlorite three monochlorinated products are formed in the ratios indicated.Calculate a reactivity order for each type of hydrogen atom in propylbenzene.
B)The reaction of propylbenzene with tert-butylhypochlorite proceeds by a radical substitution pathway.Draw the structure of the radical intermediate leading to each product.
C)Based on your answers to the two questions above explain why (1-chloropropyl)benzene is the major product of this reaction.
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