Concept explainers
Interpretation:
The structure and stereochemistry of the alcohol that would result if 1, 2-epoxycyclohexane was reduced with Lithium aluminium deuteride are to be shown.
Concept introduction:
The nucleophilic attack of the deuderide ion on the
To give:
The structure and stereochemistry of the alcohol that would result if 1, 2-epoxycyclohexane was reduced with Lithium aluminium deuteride.
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Chapter 18 Solutions
Organic Chemistry
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- Treatment of a hydrocarbon A (molecular formula C9H18) with Br2 in the presence of light forms alkyl halides B and C, both having molecular formula C9H17Br. Reaction of either B or C with KOC(CH3)3 forms compound D (C9H16) as the major product. Ozonolysis of D forms cyclohexanone and acetone. Identify the structures of A–D.arrow_forwardWhat organic product would you obtain from reaction of 1-pentanol with CrO3, H2O, H2SO4?arrow_forwardStarting from acetylene and alkyl halides not longer than 4 carbon atoms, show the synthesis of 3-octanol and a ketone. Indicate the reagents in each step.arrow_forward
- 3. Isoerythrogenic acid, C18H26O2, is an acetylenic fatty acid that turns a vivid blue on exposure to UV light. On Catalytic hydrogenation over a palladium catalyst, five molar equivalents of hydrogen are absorbed, and stearic acid, CH3(CH2)16CO2H, is produced. Ozonolysis of isoerythrogenic acid yields the following products: formaldehyde, CH2O, malonic acid, HO2CCH2CO2H, adipic acid, HO2C(CH2)4CO2H, and the aldehyde carboxylic acid, OHC(CH2)6CO2H. Provide a structure for isoerythrogenic acid.arrow_forwardAn unknown hydrocarbon decolorizes bromine in CCl4CCl4, and it undergoes catalytic reduction to give cis-decalin. When treated with warm, concentrated potassium permanganate, this compound gives cis-1,2-cyclohexanedicarboxylic acid. Propose a structure for the unknown compound.arrow_forwardOrganic chemistry - carbonyl compoundarrow_forward
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