Draw the major and minor product that could be formed when 1-chloro-1,3-butadiene reacts with acrylonitrile. Include any relevant stereochemical configurations. CI CN
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- cis-1-Bromo-4-tert-butylcyclohexane and trans-1-bromo-4-tert-butylcyclohexane both react with sodium ethoxide in ethanol to form 4-tert-butylcyclohexene. Explain why the cis isomer reacts much more rapidly than the trans isomer.Elimination of HBr from 2-bromobutane affords a mixture of 1-butene and 2-butene. With sodium ethoxide as base, 2-butene constitutes 81% of the alkene products, but with potassium tert-butoxide, 2-butene constitutes only 67% of the alkene products. Offer an explanation for this difference.Draw the product that could be formed when 1,3-butadiene reacts with methylpropionate. Ignore stereochemistry. OCH3 you Q CARDIANTANE
- Select the correct isomer of 2-bromo-4-isopropyl-1-methylcyclohexane that, when subjected to ethoxide followed by hydrogenation, would yield a single isomer of 4-isopropyl-1- methylcyclohexane.Which isomer of 1-bromo-3-isopropylcyclohexane reacts faster when refluxed with potassium tert-butoxide, the cis isomer or the trans isomer? Draw the structure of the expected product from the faster-reacting compound.Name (including E/Z stereochemistry) the five alkenes that can produce 3-bromo-3-methylhexane on reaction with HBr. Draw the skeletal structure of each molecule.
- 4. Draw the correct structure for each of the following compounds. Indicate stereochemistry if applicable. A) 2R-bromo-3S-pentanol B) 3-methyl-2E, 4Z-hepten-1-ol 10Two substitution products result from the reaction between 3-chloro-3-methyl-1- butene with sodium acetate (CH3COO – Na +) in acetic acid under SN1. Identify the products.Poly and B-Ryan are asked by their supervisor to synthesize (1R,3R)-1-chloro-1,3- dimethylcyclopentane. To accomplish their syntheses, Poly chooses to start from a trisubstituted alkene while B-Ryan chooses to start from a disubstituted alkene isomer. Poly's synthesis provides a mixture of isomers while B-Ryan's provides two stereoisomers. Both synthetic approaches are shown below. Me Me, Me, .CI Me HCI A B-Ryan's Synthesis Me 'CI + 75% 25% Ме Me Me Me... Me B Me C HCI A Poly's Synthesis -Me Ме 'CI 'CI + + Me.. .CI + a trace mixture ; of constitutional D Ме chloroalkane isomers Using your mechanistic knowledge of alkene reactions: (a) Explain the selectivity (regio and stereo) observed in B-Ryan's synthesis. (b) Propose a mechanism that accounts the formation of isomer C in Poly's synthesis. (c) Draw the major stereoisomer(s) formed in the "trace mixture of constitutional isomers" isolated in Poly's synthesis. 9.
