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 (LL) W/WILEYPLUS NEXT
- b) Disaccharide E is a reducing sugar. It is hydrolyzed by an α-glycosidase enzyme, which means it contains an α- glycoside link. Treatment of E with Ag2O and excess MeDgives an octamethyl derivative F. Hydrolysis of F in dilute aqueous acid gives the pair of molecules shown below. Write the structures of E and F. (If the stereochemistry at a particular carbon is not determined by the above data, indicate this with a wavy line as shown below.) HO OMe OMe MeO MeO OH OMe Am OH OMe OMearrow_forwardb) Disaccharide E is a reducing sugar. It is hydrolyzed by an α-glycosidase enzyme, which means it contains an α- glycoside link. Treatment of E with Ag2O and excess Mel gives an octamethyl derivative F. Hydrolysis of F in dilute aqueous acid gives the pair of molecules shown below. Write the structures of E and F. (If the stereochemistry at a particular carbon is not determined by the above data, indicate this with a wavy line as shown below.) HO OMe OMe Is is MeO MeO MOH OMe mOH OMe OMearrow_forwardWhen the gum of the shrub Sterculia setigera is subjected to acidic hydrolysis, one of the water-soluble components of thehydrolysate is found to be tagatose. The following information is known about tagatose:(1) Molecular formula C6H12O6(2) Undergoes mutarotation.(3) Does not react with bromine water.(4) Reduces Tollens reagent to give d-galactonic acid and d-talonic acid.(5) Methylation of tagatose (using excess CH3 I and Ag2O) followed by acidic hydrolysis gives1,3,4,5-tetra-O-methyltagatose.(a) Draw a Fischer projection structure for the open-chain form of tagatose.(b) Draw the most stable conformation of the most stable cyclic hemiacetal form of tagatosearrow_forward
- Answer ALL parts of this question. (a) Provide the structure and name of the aldehyde with the formula, C2H4O. (b) Draw the two steps of the Strecker synthesis used for the conversion of the aldehyde in part (a) into racemic alanine. (c) Draw the (R) and (S) enantiomers of alanine. Which is the naturally occurring enantiomer? (d) Draw the structure of the dipeptide, Ala-Gly.arrow_forward21.41 Identify a systematic (IUPAC) name for each of the following compounds: (a) OH (b) NH2 (c) CIarrow_forwardIdentify the hemiacetal function in lactose and show mechanistically how the stereochemistry at that carbon can easily invert, especially in the presence of acids and bases.arrow_forward
- Synthesize octadecyl stearate using linoleic acid (18:2) (Given, stearic acid: 18:0) as the only starting material.arrow_forwardProvide the correct structure from the IUPAC name. (a) 2-aminocyclopropanecarboxylic acid (b) 3-mercapto-5-oxoheptanal (c) Propyl 2,2,4-trimethyloct-4-enoate (d) 4-oxocycloheptanecarbaldehyde (e) N,N,4,4-tetraethylhexanamide (f) Acetic pentanoic anhydride (g) Acetyl chloride (h) Methyl 3,3-diethyl-6-octynoatearrow_forward19.62 Naltrexone is used to help recovering narcotic addicts stay drug free. HO O OH naltrexone LO1,6,7 (a) Label and name all the functional groups. Where relevant, indicate whether the group is primary, secondary or tertiary. (b) Upon addition of dilute hydrochloric acid solution, naltrexone forms a water-soluble salt. Draw the structure of this salt.arrow_forward
- Arrange each group of compounds in order of increasing acidity.(b) p-toluenesulfonic acid, acetic acid, chloroacetic acidarrow_forward24.82 When the compound shown here is heated, ethene gas is evolved and a product with the formula C14H3O2 is formed. The 'H NMR and 13C NMR spectra of C14H8O2 are shown below. (There are two signals >150 ppm in the 13C NMR spectrum. Recall that the 13C NMR signal at 77 ppm is from the CDCI3 solvent.) (a) Draw the structure of C,14H3O2. (b) Draw the mechanism that accounts for its formation. (c) What is the main driving force that favors the products of this reaction? ? C14H3O2 C14H8O2 9. 8 7 6 4 3 2 1 250 200 150 100 50 Chemical shift (ppm) Chemical shift (ppm)arrow_forwardWhat is the product of the starting material D-glyceraldehyde which will (1) produce aldaric acid upon reacting with HNO3 + H2O, NaOCH2, NH2OH, and (CH3CO)2O + NaOCOCH3 (2) produce tartaric acid upon reacting with HNO3 + H2O, NaOCH3, NH2OH, and (CH3CO)2O + NaOCOCH3arrow_forward
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning