
Concept explainers
(a)
Interpretation: The aldoses formed when D-threose is subjected to the Kiliani–Fischer synthesis are to be predicted.
Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chains in aldose. In this method, the aldose chain is elongated by the formation of new stereogenic centre at
(b)
Interpretation: The aldoses formed when D-ribose is subjected to the Kiliani–Fischer synthesis are to be predicted.
Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chains in aldose. In this method, the aldose chain is elongated by the formation of new stereogenic centre at
(c)
Interpretation: The aldoses formed when D-galactose is subjected to the Kiliani–Fischer synthesis are to be predicted.
Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chains in aldose. In this method, the aldose chain is elongated by the formation of new stereogenic centre at

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Chapter 26 Solutions
ORGANIC CHEMISTRY W/BIOLOGICAL TOPICS
- Synthesize 2-Ethyl-3-methyloxirane from dimethyl(propyl)sulfonium iodide using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forwardSynthesize 2-Hydroxy-2-phenylacetonitrile from phenylmethanol using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forwardSynthesize N-Methylcyclohexylamine from cyclohexanol using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forward
- Synthesize N-Methylcyclohexylamine from cyclohexanol using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forwardIf possible, please provide the formula of the compound 3,3-dimethylbut-2-enal.arrow_forwardSynthesize 1,4-dibromobenzene from acetanilide (N-phenylacetamide) using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forward
- Indicate the products obtained by mixing (3-oxo-3-phenylpropyl)triphenylphosphonium bromide with sodium hydride.arrow_forwardWe mix N-ethyl-2-hexanamine with excess methyl iodide and followed by heating with aqueous Ag2O. Indicate the major products obtained.arrow_forwardIndicate the products obtained by mixing acetophenone with iodine and NaOH.arrow_forward
- Indicate the products obtained by mixing 2-Propanone and ethyllithium and performing a subsequent acid hydrolysis.arrow_forwardIndicate the products obtained if (E)-2-butenal and 3-oxo-butanenitrile are mixed with sodium ethoxide in ethanol.arrow_forwardQuestion 3 (4 points), Draw a full arrow-pushing mechanism for the following reaction Please draw all structures clearly. Note that this intramolecular cyclization is analogous to the mechanism for halohydrin formation. COH Br + HBr Brarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningIntroduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning


