Interpretation: The product formed after reaction of cyclohexane in the presence of
Concept introduction:
Molecules that have one unpaired electron are called free radicals.
Answer to Problem 1PP
Solution:
Explanation of Solution
Given information:
The reaction in the presence of
Allylic bromination is a free radical substitution reaction in which removal of hydrogen atom on carbon adjacent to a double bond with bromine.
Free radical substitution reaction takes place in the presence of
The structure of 3-bromocyclohexence is as follows:
The product formed after free radical substitution is 3-bromocyclohexence.
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Chapter 13 Solutions
Organic Chemistry
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- Compounds X and Y are both C7H15Cl products formed in the radical chlorination of 2,4-dimethylpentane. Base-promoted E2 elimination of X and Y gives, in each case, a single C7H₁4 alkene. Both X and Y undergo an SN2 reaction with sodium iodide in acetone solution to give C7H15l products; in this reaction Y reacts faster than X. What is the structure of X? • Do not use stereobonds in your answer. • In cases where there is more than one possible structure for each molecule, just give one for each. . Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. наarrow_forwardEM 11.4 The following reaction does not produce the product shown. cat. H₂SO₂ x H₂O batanator OH (a) Predict the major product from the conditions shown above, and write a detailed mechanism for its formation. i sa dyos (b) What reaction conditions would you use to successfully synthesize the product shown above (i.e., 3,3-dimethyl-2-butanol).arrow_forwardi want (8,9,10)arrow_forward
- Write arrow-pushing mechanisms for the following reaction. Make sure that your mechanisms explain the observed stereochemistry of the transformations, if relevant.arrow_forward9. For the following reaction, which proceeds via an E1 mechanism, the following three alkene compounds were produced. (a) Show mechanistically how they arose; (b) Identify the major (highest yield) product, and justify your choice. (CH3)Q CH-ÇH-CHg heat CH3OH > (CH3)QCH-CH=cHa Br (CH3)a CH2arrow_forwardhe following alkene undergoes hydroboration-oxidation to yield a single product rather than a mixture. Explain the result, and draw the product show- ing its stereochemistry. 8.25 From what alkene was the following 1,2-diol made, and what method was used, epoxide hydrolysis or OsO4? 8.26 Predict the products of the following reactions (the aromatic ring is unreactive in all cases). Indicate regiochemistry when relevant. H₂/Pd H or (a) (b) (c) (d) (e) (f) Br₂ Os04 NMO Cl₂, H₂O CH₂I₂, Zn/Cu meta-Chloroperoxy- benzoic acid ? ? ? ? ? ?arrow_forward
- iii) 10. For each of the following reactions, provide the structure of the major product and circle the predominant mechanism. Indicate the stereochemistry where necessary. VII) E1 E2 SN1 SN2 E1 E2 SN1 SN2 NaSH DMF H* CH3OH Br (CH3)3COK (CH3)3COH OH iv) HBr viil) E1 E2 E1 E2 SN1 SN2 SN1 SN2arrow_forwardAlthough there are nine stereoisomers of 1,2,3,4,5,6-hexachlorocyclohexane, one stereoisomer reacts 7000 times more slowly than any of the others in an E2 elimination. Draw the structure of this isomer and explain why this is so.arrow_forwardCompounds X and Y are both C,H15CI products formed in the radical chlorination of 2,4-dimethylpentane. Base-promoted E2 elimination of X and Y gives, in each case, a single C-H14 alkene. Both X and Y undergo an SN2 reaction with sodium iodide in acetone solution to give C-H151 products; in this reaction Y reacts faster than X. What is the structure of X? • Do not use stereobonds in your answer. • In cases where there is more than one possible structure for each molecule, just give one for each. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. In (F ChemDoodlearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning