1. In the Diels-Alder reaction below, six isomeric products A-F are depicted. However, only one of these is the major product formed. OMe OMe CN CN OMe "Me Me Me Me OMe OMe OMe Me Me CN CN GN D E a) In the boxes above, label the diene and dienophile. b) Identify the two isomers that are unreasonable based on the concerted mechanism of the Diels-Alder reaction. (Hint: look at the geometry of the dienophile) Isomers: and c) Label the four remaining isomers as either endo or exo products. Endo: and Exo: and
1. In the Diels-Alder reaction below, six isomeric products A-F are depicted. However, only one of these is the major product formed. OMe OMe CN CN OMe "Me Me Me Me OMe OMe OMe Me Me CN CN GN D E a) In the boxes above, label the diene and dienophile. b) Identify the two isomers that are unreasonable based on the concerted mechanism of the Diels-Alder reaction. (Hint: look at the geometry of the dienophile) Isomers: and c) Label the four remaining isomers as either endo or exo products. Endo: and Exo: and
Chemistry
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Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Reactions of Ethers
Ethers (R-O-R’) are compounds formed by replacing hydrogen atoms of an alcohol (R-OH compound) or a phenol (C6H5OH) by an aryl/ acyl group (functional group after removing single hydrogen from an aromatic ring). In this section, reaction, preparation and behavior of ethers are discussed in the context of organic chemistry.
Epoxides
Epoxides are a special class of cyclic ethers which are an important functional group in organic chemistry and generate reactive centers due to their unusual high reactivity. Due to their high reactivity, epoxides are considered to be toxic and mutagenic.
Williamson Ether Synthesis
An organic reaction in which an organohalide and a deprotonated alcohol forms ether is known as Williamson ether synthesis. Alexander Williamson developed the Williamson ether synthesis in 1850. The formation of ether in this synthesis is an SN2 reaction.
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1. In the Diels-Alder reaction below, six isomeric products A-F are depicted. However,
only one of these is the major product formed.
CM:
OMe
OMe
CN
.CN
.CN
OMe
"Ma
Me
Ma
CN
OMs
OMe
OMe
Me
Me
Me
GN
'CN
ON
D
E
a) In the boxes above, label the diene and dienophile.
b) Identify the two isomers that are unreasonable based on the concerted mechanism of
the Diels-Alder reaction. (Hint: look at the geometry of the dienophile)
Isomers:
and
c) Label the four remaining isomers as either endo or exo products.
Endo:
and
Exo:
and
d) Of the two endo products, which would you predict to be favored based on regio-
chemistry electronics? Explain your choice using resonance structures for full credit.
Major Product:
41"F
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