Chapter 14: Q14-17E (page 447)
Show the product of the Diels–Alder reaction of the following dienewith 3-buten-2-one, H2C=CHCOCH3. Make sure you show the fullstereochemistry of the reaction product.
Chapter 14: Q14-17E (page 447)
Show the product of the Diels–Alder reaction of the following dienewith 3-buten-2-one, H2C=CHCOCH3. Make sure you show the fullstereochemistry of the reaction product.
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Get started for freeDraw and name the six possible diene isomers of formula. Which of the six are conjugated dienes?
Luminol, which is used by forensic scientists to find blood, fluoresces as a result of Diels-Alder like process. The dianion of luminal reacts with to form an unstable peroxide intermediate that then loses nitrogen to form a dicarboxylate and emit light. The process is similar to that in 14-21 and 14-22. Propose a mechanism for this process.
Electrophilic addition of to isoprene (2-methyl-1,3-butadiene) yields the following product mixture:
Of the 1,2-addition products, explain why 3,4-dibromo-3-methyl-1-butene (21%) predominates over 3,4-dibromo-2-methyl-1-butene (3%).
Question:Ocimene is a pleasant-smelling hydrocarbon found in the leaves of
certain herbs. It has the molecular formula and a UV absorption
maximum at 232 nm. On hydrogenation with a palladium catalyst,
2,6-dimethyloctane is obtained. Ozonolysis of Ocimene, followed by
treatment with zinc and acetic acid, produces the following four
fragments:
(a)How many double bonds does ocimene have?
(b)Is ocimene conjugated or non-conjugated?
(c)Propose a structure for ocimene.
(d)Write the reactions, showing starting material and products.
(a) In the light of your answer to problem to propose mechanism for the reactions below.
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