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- When attached halohydrin is treated with NaH, a product of molecular formula C4H8O is formed. Draw the structure of the product and indicateits stereochemistry.Draw the products obtained (including stereochemistry) when each compound is treated with LDA, followed by CH3I.In addition to organic halides, alkyl tosylates react with organocuprates (R2CuLi) to form coupling products R–R′. When 2° alkyl tosylates are used as starting materials (R2CHOTs), inversion of the configuration at a stereogenic center results. Keeping this in mind, draw the product formed when each compound is treated with (CH3)2CuLi.
- Draw the major product formed when HBr reacts with the following epoxide. Use wedge/dash bonds, including H's at each stereogenic center, to show the stereochemistry of the product.Draw the mechanism for the formation of the epoxide of cyclopentene with first Br2/H2Ofollowed by treatment with NaOH(a) What happens when CH3—O—CH<sub3 is heated with HI?(b) Explain mechanism for hydration of acid catalyzed ethene :CH2 = CH2 + HzO CH3—CH,—OH
- Treatment of compound A (C8H17Br) with NaOCH2CH3 affords two constitutional isomers B and C. Ozonolysis of B affords CH2=O and (CH3CH2CH2)2C=O. Ozonolysis of C affords CH3CH2CH2COCH3 and CH3CH2CHO. What is the structure of A?Draw the products formed (including stereoisomers) when each compound is reduced with NaBH4 in CH3OH.Treatment of compound A (C8H17Br) with NaOCH2CH3 affords twoconstitutional isomers B and C. Ozonolysis of B affords CH2=O and(CH3CH2CH2)2C=O. Ozonolysis of C affords CH3CH2CH2COCH3 andCH3CH2CHO. What is the structure of A?