Show each step of the reaction mechanism with arrow pushing of the reaction of 2,3 - Dihydrofuran reacts with acrolein to give C7H1002; reaction of this with aq. H2NOH/HCI gives a pyridine ch8 21 Hetero Diels-Alder cycloaddition H₂NOH, HCI No final oxidation required using H₂NOH N (CH2)2OH (CH2)2OH Synthon for a 1,5-dialdehyde

Alpha-phellandrene, C₁0H₁6, is a pleasant-smelling chiral compound that may be obtained from the leaves of eucalyptus trees. It has the molecular formula C₁0H16 and a UV absorption maximum at 263 nm. On hydrogenation with a palladium catalyst, an achiral hydrocarbon with the formula C₁0H20 is obtained. Ozonolysis of alpha-phellandrene, followed by treatment with zinc and acetic acid, produces the following two compounds: 0 || CH3C-CH 0 || ● Propose a structure for alpha-phellandrene. (+ || HCCH₂CHCH I CH(CH3)2 • You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. n [ ]# ?

Propose structure(s) for the main organic product(s) formed in each of the following reactions (show stereochemistry of the product where necessary).

Predict the product(s) of the following Diels-Alder reaction. Include stereochemistry if appropriate.

3 9 $ 4 R H₂C B % 5 1. Aqueous ethanol HBr CH₁ 2. OH a Proton transfer d E1 Elimination. f = SN1 Nucleophilic substitution b Lewis acid/base. e E2 Elimination g= SN2 Nucleophilic substitution c = Electrophilic addition The rections above involve synthesis or reactions of alcohols and ethers. Identify the mechanism by which they proceed from among the mechanisms listed. Use the letters a- g for your answers. 1. 2. Submit Answer Retry Entire Group 9 more group attempts remaining Previous Next> Save and Exit Cengage Learning Cengage Technical Support O 8:15 AM 6/20/2022 PrtScn PgDn F5 F6 T B CH₂ Nà Nha ^ 6 Y H N & 7 [Review Topics] H₂C U 8 M CH₂ NH₂ K [References] H₂C 73°F Sunny Home ( 9 O L End 0 G F10 P PgUp 4x F12 □

14-33 Show the structure, including stereochemistry, of the product from the following Diels-Alder reaction: CH3OC ° COCH3 ?