Chapter 14: 25Ec (page 447)
Give IUPAC names for the following compounds:
Short Answer
Hepta-2,3,5-triene
Chapter 14: 25Ec (page 447)
Give IUPAC names for the following compounds:
Hepta-2,3,5-triene
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Get started for freeGive the structures of both 1,2 and 1,4 adducts resulting from reaction of 1 equivalent of HBr with the following compound:
Hydrocarbon A, C10H14 , has a UV absorption at and gives hydrocarbon B, C10H18, on catalytic hydrogenation. Ozonolysis of A, followed by zinc/acetic acid treatment, yields the following diketo dialdehyde:
b)Hydrocarbon A reacts with maleic anhydride to yield a Diels-Alder adduct. Which of your structures for A is correct?
How could you use Diels-Alder reactions to prepare the following products ? Show the starting diene and dienophile in each case.
c)
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.
Dimethyl butynedioate undergoes a Diels-Alder reaction with (2E,4E)-2,4-hexadiene. Show the structure and stereochemistry of the product.
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