Alkenes can be converted into alcohols by acid-catalyzed
addition of water.
Assuming that Markovnikov’s rule is valid, predict the major
alcohol product from 3-methylenepentane.
Do not consider stereochemistry. Remember to consider hydride and
alkyl shifts.
Alkenes can be converted into alcohols by acid-catalyzed addition of water. Assuming that Markovnikov’s rule is...
Acid Catalyzed Hydration-treatment of alkenes with water in the presence of acid catalyst leads to the formation of alcohols. H2SO4/H2O > 150°C Mechanism Major Product Acid catalyzed dehydration goes through a carbocation intermediate. This means that the Markovnikov product is obtained when carbocation rearrangements do not occur. The need for excessively high temperatures makes this reaction of limited use in laboratory synthesis. Oxymercuration - Oxymercuration involves the addition of Hg to the alkene using mercury (II) acetate Hg(OAc) followed by...
Alkenes can be converted to alcohols by reaction with mercuric acetate to form a B-hydroxyalkylmercury(II) acetate compound, a reaction called oxymercuration. Subsequent reduction with NaBH4 reduces the C-Hg bond to a C-H bond, forming the alkyl alcohol, a reaction called demercuration. Draw the structures of the Hg-containing compound(s) and the final alcohol product(s) formed in the following reaction sequence, omitting byproducts. If applicable, draw hydrogen at a chirality center and indicate stereochemistry via wedge-and-dash bonds. Draw 2 Neutral product(s) of...
Alkenes can be converted to alcohols by reaction with mercuric acetate to form a B-hydroxyalkylmercury(II) acetate compound, a reaction called oxymercuration. Subsequent reduction with NaBH4 reduces the C-Hg bond to a C-H bond, forming the alkyl alcohol, a reaction called demercuration. Draw the structures of the Hg-containing compound(s) and the final alcohol product(s) formed in the following reaction sequence, omitting byproducts. If applicable, draw hydrogen at a chirality center and indicate stereochemistry via wedge-and-dash bonds. Draw 2 Neutral product(s) of...
Acid Catalyzed Hydration-treatment of alkenes with water in the presence of acid catalyst leads to the formation of alcohols. H2SO4/H20 > 150 °C Major Product Mechanism Acid catalyzed dehydration goes through a carbocation intermediate. This means that the Markovnikov product is obtained when carbocation rearrangements do not occur. The need for excessively high temperatures makes this reaction of limited use in laboratory synthesis.
Alkenes can be converted to alcohols by reaction with mercuric acetate to form a ?-hydroxyalkylmercury(II) acetate compound, a reaction called oxymercuration. Subsequent reduction with NaBH4 reduces the C?Hg bond to a C?H bond, forming the alkyl alcohol, a reaction called demercuration. Draw the structures of the Hg-containing compound(s) and the final alcohol product(s) formed in the following reaction sequence, omitting, by products. If applicable, draw hydrogen at a chirality center and indicate stereochemistry via wedge-and-dash bonds. Neutral produst (s) of...
Alkenes can be converted to alcohols by reaction with mercuric acetate to form a ?-hydroxyalkylmercury(II) acetate compound, a reaction called oxymercuration. Subsequent reduction with NaBH4 reduces the C?Hg bond to a C?H bond, forming the alkyl alcohol, a reaction called demercuration. Draw the structure of the Hg-containing compound and the final alcohol product formed in the following reaction sequence.
Dehydrohalogenation - 30 and 2° alkyl halides are converted to alkenes by treatment of strong base. Dehydrohalogenation occurs through a concerted reaction mechanism. КОН ethanol Major Product Mechanism Zaitsev's rule - Dehydration - 30 and 2° alcohols are converted to alkenes by treatment with an acid catalyst. Acid catalyzed dehydration. H2SO4, H,0 THF, 50°C Major Product Mechanism Cyelopropane via Carbene generation-treatment of chloroform (CHCI) with base leads (KOH) to the formation of a Dichlorocarbene: HSC C: CI-C-H + KOH HC...
Alkenes can be converted to alcohols by reaction with mercuric acetate to form a B-hydroxyalkylmercury(II) acetate compound, a reaction called oxymercuration. Subsequent reduction with NaBH4 reduces the C-Hg nd to a C-H bond, forming the alkyl alcohol, a reaction called demercuration. Draw the structure of the Hg-containing compound and the final alcohol product formed in the following reaction sequence. Neutral product of oxymercuration. Omit byproducts. HgOOCCH, H,O, THE Alcohol product of demercuration. Na BH HO
Alkenes can be converted to alcohols by hydroboration-oxidation. Draw the structure of the alcohol(s) formed in the following reaction sequence. If applicable, draw hydrogen at a chirality center and use wedge-and-dash bonds to designate the stereochemistry. Select all that apply: The alcohol product(s) of the reaction is characterized as being _____ R,R _____ R,S (and/or S,R) _____ S,S _____ achiral _____ racemic _____ diastereomers _____ R _____ S
Alkenes can be converted to alcohols by hydroboration-oxidation. Draw the structure of the alcohol(s) formed in the following reaction sequence. If applicable, draw hydrogen at a chirality center and use wedge-and-dash bonds to designate the stereochemistry.