What product(s) would you expect from reaction of (S)-3-chloro-3- methylheptane with acetic acid? Show the stereochemistry of both reactant and product.
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Q: Describe the stereochemistry of the bromohydrin formed in cis-3-Hexene 1 Br2/H2O reaction (…
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- What product would you expect to obtain from addition of Cl2to 1, 2-dimethylcyclohexene? Show the stereochemistry of the productThe p-toluenesulfonate derived from (R)-2-octanol and p-toluenesulfonyl chloride was allowed to react with sodium benzenethiolate (C6H5SNa). Give the structure, including stereochemistry and the appropriate R or S descriptor, of the product.why do (R)-3-chloro-1-methylcycloprop-1-ene and 5-Bromo-1,3-Cyclohexadiene react differently with cyanide (why doesn't cyanide pass through its usual mechanism for these two products and what did you obtain these specific products)
- Describe the stereochemistry of the bromohydrin formed in each reaction (each reaction is stereospecific). (a) cis-3-Hexene + Br2/H2O (b) trans-3-Hexene + Br2/H2OAcid-catalyzed hydrolysis of the following epoxide gives a trans diol. Of the two possible trans diols, only one is formed. How do you account for this stereoselectivity?-Ocimene is a pleasant-smelling hydrocarbon found in the leaves of certain herbs. It has the molecular formula C10H16 and a UV absorption maximum at 232 nm. On hydrogenation with a palladium catalyst, 2,6-dimethyloctane is obtained. Ozonolysis of -ocimene, followed by treatment with zinc and acetic acid, produces the following four fragments: (a) How many double bonds does -ocimene have? (b) Is -ocimene conjugated or nonconjugated? (c) Propose a structure for -ocimene. (d) Write the reactions, showing starting material and products.
- The following equation shows the reaction of trans-2,3-diphenyloxirane with hydrogen chloride in benzene to form 2-chloro-1,2-diphenylethanol. (a) How many stereoisomers are possible for 2-chloro-1,2-diphenylethanol? (b) Given that opening of the epoxide ring in this reaction is stereoselective, predict which of the possible stereoisomers of 2-chloro-1,2-diphenylethanol is/are formed in the reaction.Reaction of N,N-diethyl-p-diaminobenzene with sodium nitrite and hydrochloric acid at 0°C, followed by treatment with nitrobenzene.Explain the stereochemistry of E2 eliminations to form alkenes, and predict the products of E1 reactions on stereoisomers and on cyclohexane systems.
- Based on what you know about the relative stabilities of alkyl radicals and benzylic radicals, predict the product of addition of HBr to 1-phenylpropene in the presence of a free-radical initiator. Propose a mechanism for this reaction.Reaction of N,N-diethyl-p-diaminobenzene with sodium nitrite and hydrochloric acid at 0°C and subsequent reaction with nitrobenzene.Propylene oxide is a chiral molecule. Hydrolysis of propylene oxide gives propylene glycol, another chiral molecule. A. Provide a mechanism for the acid-catalyzed hydrolysis of pure (R)-propylene oxide (treatment with H2SO4/H2O), showing the correct stereochemistry. B. Provide a mechanism for the treatment of pure (R)-propylene oxide with NaOH in water (base-catalyzed hydrolysis), showing the correct stereochemistry. C. Explain why acid-catalyzed hydrolysis of optically active propylene oxide gives a product with a rotation in the opposite direction from the product of the base catalyzed hydrolysis.