Interpretation: The reason behind formation of
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Experimental Organic Chemistry: A Miniscale & Microscale Approach (Cengage Learning Laboratory Series for Organic Chemistry)
- The energy barrier for rotation of a CH2 group in an allyl radical (H2C=CH-CH2•) is about 66 kJ/mol (16 kcal/mol). The energy barrier for rotation of a CH3 group in propane is ~14 kJ/mol (3.3 kcal/mol). Explain this difference.arrow_forwardOnly three stereoisomers are possible for 2,3-dibromo-2, 3-dichlorobutane. Draw them, indicating which pair are enantiomers (optical isomers). Why does the other isomer not have an enantiomer?arrow_forwardstructural formula (3E, 6S)-6, 7, 7-trimethyl-4-phenyloct-3-enoic acidarrow_forward
- When 2-chloropropane treated with NaOH and 1-chloropropane treated with NaOH separately produce two different functional groups. Provide both reactions and explain the two different functional groups produced.arrow_forwardBoth 1,2-dihydronaphthalene and 1,4-dihydronaphthalene may be selectively hydrogenated to 1,2,3,4-tetrahydronaphthalene.One of these isomers has a heat of hydrogenation of 101 kJ/mol (24.1 kcal/mol), and the heat of hydrogenation of the other is 113 kJ/mol (27.1 kcal/mol). Match the heat of hydrogenation with the appropriate dihydronaphthalene.arrow_forwardDraw the correct structure(s) for (2R,3S)-2,3-dibromobutane. Show stereochemistry clearly. explicitly draw all four groups, including wedge/dash bonds, around a chirality center. Indicate whether the compound(s) could exist in an optically active form.arrow_forward
- (1) Predict the outcome of the addition of HBr to (a) trans-2-pentene, (b) 2-methyl-2-butene, and (c) 4-methylcyclohexene. How many isomers can be formed in each case? (2) Addition of HBr to 3,3-dimethyl-1-butene gives a mixture of two isomeric alkyl bromide products. Draw structures for the two products, and give a mechanistic explanation for their formation.arrow_forwardWrite the structure of the compound that will be produced in the following reaction? CH3 –C ≡ C–CH2– CH2 – CH3 + 2HBr→arrow_forwardSN2 reaction is an example of a nucleophilic substitution reaction. Imagine that 1-iodobutane reacts with 4-methylheptan-1-ol under basic conditions. Draw the structure of the two reactants.arrow_forward
- Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole