Concept explainers
Interpretation:
The distinguishing test for the given compounds is to be determined.
Concept Introduction:
▸ The pyranoses are six-membered monosaccharide ring structures. The name signifies heterocycle
▸ Pyranoses are the hemiacetals having ring structures of the
▸ Benedict’s test is a typical chemical method used to oxidize aldoses and ketoses. This particular test can be used as a colorimetric analysis tool and a positive or negative test can help in the distinction of different types of carbohydrates. Tollen’s reagent, which is composed of silver nitrate and ammonia can also selectively oxidize
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Organic Chemistry
- Treatment of cholesterol with mCPBA results in formation of a single epoxide A, with the stereochemistry drawn. Why isn’t the isomeric epoxide B formed to any extent?arrow_forwardIllustrate the treatment of methyl α-D-glucopyranoside with aqueous acid forms a mixture of α- and β-D-glucose and methanol ?arrow_forwardd-Xylose and d-lyxose are formed when d-threose undergoes a Kiliani–Fischer synthesis. d-Xylose is oxidized to an optically inactive aldaric acid,whereas d-lyxose forms an optically active aldaric acid. What are the structures of d-xylose and d-lyxose?arrow_forward
- Choose the product that is expected when the β-pyranose form of compound A is treated with excess ethyl iodide in the presence of silver oxide. The following information can be used to determine the identity of compound A: 1. The molecular formula of compound A is C6H12O6.2. Compound A is a reducing sugar.3. When compound A is subjected to a Wohl degradation two times sequentially, D-erythrose is obtained.4. Compound A is epimeric with D-glucose at C3.5. The configuration at C2 is R.arrow_forwardDraw the product that is expected when the β-pyranose form of compound A is treated with excess ethyl iodide in the presence of silver oxide. The following information can be used to determine the identity of compound A: The molecular formula of compound A is C6H12O6. Compound A is reducing sugar. When compound A is subjected to a Wohl degradation two times sequentially, Derythrose is obtained. Compound A is epimeric with D-glucose at C3. The configuration at C2 is R.EXPLAIN IN DETAIL.arrow_forwardA chiral amine A having the R conguration undergoes Hofmann elimination to form an alkene B as the major product. B is oxidatively cleaved with ozone, followed by CH3SCH3, to form CH2 = O and CH3CH2CH2CHO. What are the structures of A and B?arrow_forward
- Hyaluronic acid, a component of connective tissue, is the fluid that lubricates joints. It is a polymer of alternating N-acetyl-d-glucosamine and d-glucuronic acid subunits joined by β-1,3'-glycosidic linkages. Draw a short segment of hyaluronic acid.arrow_forwardThalidomide is a chiral molecule and it was identified that the R-isomerproduced the sedative properties whereas the S-isomer produced the teratogenic effects.Identify the chiral centre in the thalidomide molecule and, using your knowledge of enolisation, illustrate mechanistically, and explain, why there would be no benefit to a patient taking the chirally pure R-isomer of the drug to avoid the sideeffects of the other enantiomer.arrow_forwardThoroughly explain why (a)malthose is a reducing sugar while trehalose is not based on their structures. (b)Why is trehalose very resistant to acid hydrolysis while maltose can be acid-hydrolyzed with ease. Give clear explanations.arrow_forward
- An optically active D-aldopentose (A) produced an optically inactive alditol (B) upon treatment with H2/Pt. When the aldopentose (A) was subjected to a Ruff degradation, D-aldotetrose (C) was generated. The aldotetrose (C) gave an optically active aldaric acid (D) upon oxidation with HNO3. D-aldopentose (A) can be prepared from D-threose by a Killani Fischer synthesis. Propose structure of A through D.arrow_forwardThat is phenyl butanoate incase it's not cleararrow_forwardRuff degradation of d-arabinose gives d-erythrose. The Kiliani–Fischer synthesis converts d-erythrose to a mixture of d-arabinose and d-ribose. Draw out these reactions, andgive the structure of d-ribosearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning