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- Draw the structure of the major product of each reaction (If a racemic mixture is formed, indicate both enantiomers), and show the mechanismPlastic photochromic sunglasses are based on the following reversible rearrangement of a dye inside the lenses that occurs when the lenses are exposed to sunlight. The original dye absorbs UV light but not visible light and is thus colorless, while the rearrangement product absorbs visible light and is thus darkened. (a) Show the mechanism of the rearrangement. (b) Why does the rearrangement product absorb at a longer wavelength (visible light) than the original dye (UV)?When a 2, 6-disubstituted allyl phenyl ether is heated in an attempted Claisen rearrangement, migration occurs to give the p-allyl product as the result of two sequential pericyclic reactions. Explain.
- provide the products and stereochemistryQ6 Show how you would accomplish the follwoing transformations. (a) 2,2dibromobutane to but-1-yne (b) but-1-yne to oct-3-yne (c) trans-hex-2-ene to hex-2-yne (d) cyclodecyne to cis-cyclodecene (e) cyclodecyne to trans-cyclodecene (f) hex-1-yne to hexan-2-one, CH3COCH₂CH₂CH₂CH3 (g) hex-1-yn to hexanal, CH3(CH₂)4CHO (h) trans-hex-2-ene to cis-hex-2-eneONZ IS ON Determine which substitution mechanism occurs and draw the products, including stereochemistry. + -OCH3 DMSO Br H + CH3OH Br CH,CH, CH3
- Considering stereochemistry, draw the resulting E2 elimination product when H, is removed. H₂ H All H Br |||| X AJ U: S GDraw the structure of the major product of each reaction (If a racemic mixture is formed, indicate both enantiomers), and show the mechanismWhen (R)-6-bromo-2,6-dimethylnonane is dissolved in CH3OH,nucleophilic substitution yields an optically inactive solution. When theisomeric halide (R)-2-bromo-2,5-dimethylnonane is dissolved in CH3OHunder the same conditions, nucleophilic substitution forms an opticallyactive solution. Draw the products formed in each reaction, and explainwhy the difference in optical activity is observed.
- A) C) Predict the major product of the following transformation: .CO₂Et H₂O* Heat COET C₁0H 100 B) D)Os P E 2. Predict the products and draw the mechanism of the reaction below showing any relevant transition states. Additionally, name the reactant and the product properly indicating stereochemistry. CM₂ A C43 Br CM₂ Connen & NaOEt DMSO No. o Et (15,25)-1-bromo-2-methyl cyclohexave & сну 2 CHA (S)-3-vethyl cyclohexiene 3. Changing the conditions of the reaction in the previous question to an ethanol solvent gives several products in addition to the one predicted above. Draw these products. 4 47 --- E+0 transition state Hydride shift J сиз и CHEM 241-Group09. Ormord **3Determine the mechanism of nucleophilic substitution of each reaction and draw the productincluding stereochemistry.