Chapter 18: Q18P (page 590)
The 1H NMR spectrum shown is that of a cyclic ether with the formula C4H8O. Propose a structure.
Short Answer
Answer
The structure of C4H8O is,
Chapter 18: Q18P (page 590)
The 1H NMR spectrum shown is that of a cyclic ether with the formula C4H8O. Propose a structure.
Answer
The structure of C4H8O is,
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Get started for freeWe saw in section 17-4 that ketones react with to yield alcohols. We’ll also see in section 22-3 that ketones react with to yield -bromo ketones. Perhaps surprisingly, treatment with of the -bromo ketone from acetophenone yields an epoxide rather than a bromo alcohol. Show the structure of the epoxide, and explain its formation.
Acetophenone An -bromo ketone
How would you carry out the following transformations? More thanone step may be required.
(a)
(b)
(c)
(d)
(e)
Show the product, including stereochemistry, that would result from reaction of the following epoxide with HBr
Acid-catalyzed hydrolysis of a 1,2-epoxycyclohexane produces a transdiaxial 1,2-diol. What product would you expect to obtain from acidic hydrolysis of cis-3-tert-butyl-1,2-epoxycyclohexane? (Recall that the bulky tert-butyl group locks the cyclohexane ring into a specific conformation.)
Name the following compounds:
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