Draw the mechanism for the reaction that would take place when each of the following compounds is treated with CH2N2 and irradiated with ultraviolet light. (a) (b) (c) (d) (e) (R)-1,6-Dimethylcyclohexene
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- Draw a detailed mechanism for the FeBr3@catalyzed reaction of ethylbenzene with bromine, and show why the sigma complex (and the transition state leading to it) is lower in energy for substitution at the ortho and para positions than it is for substitution at the meta position.If compound 1 is instead reacted with strong aqueous acid a different product is formed, with the formula C12H1O. Identify the product and draw the full curly arrow mechanism for its formationIdentify R and S in the following reaction sequence, and draw a mechanism for the conversion of R to S (molecular formula C6H10O3). S was used in the synthesis of darunavir (trade name Prezista), used to treat HIV.
- Explain in detail which of the following compounds (A or B) when reacted with acetophenone under basic conditions will undergo a 1,4 addition reaction. Predict the product of the reaction and propose a mechanism.Provide the complete mechanism using Curved Arrow Formalism for the reaction of (R)-3,3-dimethyl-2-hexanol treated with aqueous phosphoric acid. If more than one product is formed state which is major, minor, very minor, etc. Name the product(s).The bicyclo [3.1.0] hexane ring system, highlighted in compound 3, is found in several natural products, including sabinene, a compound partially responsible for the flavor of ground black pepper. One method for preparing this ring system involves the conversion of compound 1 to compound 2, as shown below. Draw the structure of compound 2 and provide a reasonable mechanism for its formation. Add any remaining curved arrows to complete step one of the mechanism, and modify the given drawing as needed to show the intermediate that is formed in this step.
- When alkyl fluorides are reacted with strong bases, it was found out that the mechanism does follows a rather unconventional E1 mechanism. It was found out that the compound first forms a carbanion before the elimination. Which of the following will be the most likely product when 2-fluoropentane undergoes a reaction with an strong base? (E)-pent-2-ene Pent-1-ene Both B and C (Z)-pent-2-eneConsider the following chemical transformation:The transformation takes place via two sequential pericyclic reactions. Identify the two reactions and give a critical explanation whether the reactions are allowable or not. Explain the stereochemistryDrawing an SN2 product with More Complex Reactants Identify C, the product of an SN2 reaction in the synthesis of raloxifene, a drug used to reduce the risk of invasive breast cancer in postmenopausal women.
- Although there are nine stereoisomers of 1,2,3,4,5,6hexachlorocyclohexane, one stereoisomer reacts 7000 times more slowly than any of the others in an E2 elimination. Draw the structure of this isomer and explain why this is so.When allyl bromide is refluxed with magnesium metal in ether solvent, the product formed is 1,5-hexadiene. (C6H10). What is the curved arrow mechanism for this reaction?Friedel–Crafts alkylation of benzene with (R)-2-chlorobutane and AlCl3 affords sec-butylbenzene.a. How many stereogenic centers are present in the product?b. Would you expect the product to exhibit optical activity? Explain, with reference to the mechanism.