Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 22, Problem 12PP
Interpretation Introduction
Interpretation:
The description of the reaction between fructose and phenylhydrazine using the Fischer projection formula is to be represented; and the description of the information regarding stereochemistry, which can be obtained on the basis of this reaction is to be represented.
Concept Introduction:
▸ Stereochemistry: A carbon atom that has four different groups attached to it is called as a stereogenic or chirality center of that atom. A stereocenter is that point in a molecule, where any two groups exchange their places to form stereoisomers. Furthermore, the pair of diastereomers that show different configuration at the chirality center are called epimers.
▸ Fischer projection is a way of representing the
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Regarding 4-O- (α-D-psychofuranosyl) -β-D-allopyranose. Please indicate the RIGHT alternative:
(a) The disaccharide reacts with CH3OH in an acid medium to form a glycoside that cannot be oxidized with HNO3.
(b) It is a reducing disaccharide only in basic medium.
(c) In the structure there is only one glycosidic bond that is of the type β 1-O-4 '
(d) The hydrolysis products of this disaccharide do not show mutarrotation. (e) The disaccharide structure contains two six-membered rings.
Which of the following are reducing sugars? Comment on the common name sucrosefor table sugar.(a) methyl a-d-galactopyranoside (b) b-l-idopyranose (an aldohexose)(c) a-d-allopyranose (d) ethyl b-d-ribofuranoside
Chapter 22 Solutions
Organic Chemistry
Ch. 22 - Prob. 1PPCh. 22 - Prob. 2PPCh. 22 - Prob. 3PPCh. 22 - Prob. 4PPCh. 22 - Prob. 5PPCh. 22 - Prob. 6PPCh. 22 - Prob. 7PPCh. 22 - Prob. 8PPCh. 22 - Practice Problem 22.9 What products would you...Ch. 22 - Prob. 10PP
Ch. 22 - Prob. 11PPCh. 22 - Prob. 12PPCh. 22 - Prob. 13PPCh. 22 - Prob. 14PPCh. 22 - Prob. 15PPCh. 22 - Prob. 16PPCh. 22 - Prob. 17PPCh. 22 - Prob. 18PPCh. 22 - Prob. 19PPCh. 22 - Prob. 20PCh. 22 - Prob. 21PCh. 22 - Prob. 22PCh. 22 - Prob. 23PCh. 22 - Prob. 24PCh. 22 - Prob. 25PCh. 22 - Prob. 26PCh. 22 - Prob. 27PCh. 22 - Prob. 28PCh. 22 - Prob. 29PCh. 22 - Prob. 30PCh. 22 - Prob. 31PCh. 22 - Prob. 32PCh. 22 - Prob. 33PCh. 22 - Prob. 34PCh. 22 - Prob. 35PCh. 22 - Prob. 36PCh. 22 - Prob. 37PCh. 22 - Prob. 38PCh. 22 - Arbutin, a compound that can be isolated from the...Ch. 22 - Prob. 40PCh. 22 - Prob. 41PCh. 22 - Prob. 42PCh. 22 - Prob. 43PCh. 22 - 22.44 The following reaction sequence represents...Ch. 22 - 22.45
The NMR data for the two anomers...Ch. 22 - Shikimic acid is a key biosynthetic intermediate...
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- Draw the structures (using chair conformations of pyranoses) of the following disaccharides.(a) 4-O-(a-d-glucopyranosyl)-d-galactopyranose(arrow_forward(i) Acetylation of glucose with acetic anhydride gives glucose pentacetate. Write the structure of the pentacetate. (ii) Explain – Why glucose pentacetate does not react with hydroxylamine?arrow_forwardIdentify monomeric and multimeric (di-,tri-meric, for example) saccharides from this group. If you come across multimeric polypeptides, state the mono- mers that form these multimers. State the nature of the bond that links two units together in each case. (a) Maltose (b) Trehalose (c) Lactose (d) Sucrose (e) Cellobiose (f) Agarosearrow_forward
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- Draw the Fischer projection formulas for the following isomers of D-fructose: (a) an epimer (b) an enantiomer (c) a diastereomerarrow_forwardCarbohydrates a. Compound Z is an aldopentose. If Z is oxidized with nitric acid the product is optically active. If Z undergoes one Ruff degradation and the product of that degradation is reduced to the alditol using H₂/Ni the resulting product is optically inactive. If compound Z undergoes two Ruff degradations, D-glyceraldehyde (shown below) is obtained. Draw the usual Fischer projection of Z (aldehyde at the top). (Hint: work backwards from D- glyceraldehyde.) H HIC OH CH₂OH D-Glyceraldehydearrow_forward(i) Acetylation of glucose with acetic anhydride gives glucosepentaacetate. Write the structure of the pentaacetate.(ii) Explain why glucose pentaacetate does not react with hydroxylamine?arrow_forward
- Answer the following questions. (I narrowed it down to only three subparts)arrow_forwardDraw the two possible Haworth structures (both alpha and beta anomers) for the following monosaccharides and give their corresponding systematic names. [Show the stepwise process] (a) D-Ribose (b) D-Galactose (c) D- Fructosearrow_forward3a. 3b. 3c 3d. 3e. CO₂ clavulanic acid CH₂-OH H Answer the following questions about clavulanic acid. Does clavulanic acid inhibit D-alanyl-D-alanine transpeptidase? Does clavulanic acid contain a ß-lactam? Does clavulanic acid contain a thiazolium ring? What is the result of the treatment of penicillinase with clavulanic acid? Does clavulanic acid form a covalent acyl-enzyme intermediate with penicillinase?arrow_forward
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