(a)
Interpretation:
The mechanism for the formation of vinylic bromide with inversion of configuration by the reaction of vinylic boronic acid with
Concept introduction:
Electrophilic addition reaction is the substitution of an electrophile at the electron-rich center. The
Addition of halogens into
(b)
Interpretation:
The mechanism for the formation of vinylic iodide with retention of configuration by the reaction of vinylic boronic acid with
Concept introduction:
Electrophilic addition reaction is the substitution of an electrophile at the electron-rich center. The
Addition of halogens into alkenes is stereoselective, that is, it depends upon the type of the alkene present. If the alkene is a cis-alkene, electron-rich of halide ions takes place and a racemic mixture is formed. If the alkene is a trans-alkene, syn-addition of halide ions occur and a meso compound is formed.
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Organic Chemistry
- Linalool and lavandulol are two of the major components of lavender oil. (a) What organolithium reagent and carbonyl compound can be used to make each alcohol? (b) How might lavandulol be formed by reduction of a carbonyl compound? (c) Why can't linalool be prepared by a similar pathway?arrow_forwardDeduce the structure of compound C.arrow_forwardAccount for the following:(i) Aniline does not give Friedel-Crafts reaction.(ii) Ethylamine is soluble in water whereas aniline is not.(iii) pKb of methylamine is less than that of aniline.arrow_forward
- Give the structure of compound 1 and compound 2arrow_forward(b) Suggest a reasonable biosynthesis for the naturally occurring alkaloid coniine (isolated from hemlock), starting from octanoic acid. Coniinearrow_forwardHow does bromobenzene react differently from benzyl chloride under SN1 and SN2 conditions, and why?arrow_forward
- (a) Give mechanism of preparation of ethoxy ethane from ethanol.(b) How is toluene obtained from phenol?arrow_forwardAlthough chlorine is an electron withdrawing group, yet it is ortho-, para¬directing in electrophilic aromatic substitution reactions. Explain why it is SO?arrow_forwardProvide an explanation for this order of reactivity.arrow_forward
- the following reaction scheme leads to the formation of compound C. give the structure of the final product C and of the intermediate products A and B and justify, using the mechanism, the formation of the product A. Give the serereochemistry of the final product obtainedarrow_forwardCompound A was oxidized with periodic acid to give B, which after acid hydrolysis gave C. Bromine oxidation of C gave D. Suggest structural formulas, including stereochemistry, for compounds B, C, and D.arrow_forward1. Arrange the following compounds in order of increasing acidity and explain the reason for the arrangement: Ethanoic acid, Butanoic Acid, Benzoic Acid, Salicyclic acid. 2. Arrange the test samples in order of increasing reactivity with sodium bicarbonate? Explain briefly. -Ethanoic acid, Butanoic acid, Benzoic acidarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning