e) 4) Identify the type of glycosidic bond for each of the following sugars. Choose from a-(1-2), a-(1-3), a-(1-4), a-(1-5), a-(1-6), B-(1-2), B-(13), B-(1-4), B-(15), B-(1-6), or a,B-(142) a) H HO b) H HO CH.OH H H OH N К CH OH H OH Н ОН Н CH₂OH 0 H Он Н Ю CH OH H O H -0 ОН H XAX 0 Н H Н H OH O Н Н OH ОН н HO H O H H 0 H H OH CH₂ H ОН CH₂OH H CHOH H Н OH ОН H H ·-0 H OH H O ОН H H Н -О НО X 0 0 " OH 1 H CH₂OH d) H 0 H . CH OH ОН H OH Н Н H HO 6 HOCH₂ OH H ОН Н CH OH 5 H OH 3 Н H 4 H OH 0 Н 2 OH HO 3 Н *** 1 H AL CH OH

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter25: Carbohydrates
Section: Chapter Questions
Problem 25.48P
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**4) Identify the type of glycosidic bond for each of the following sugars. Choose from: α(1→2), α(1→3), α(1→4), α(1→5), α(1→6), β(1→2), β(1→3), β(1→4), β(1→5), β(1→6), or α,β(1→2):**

a) 

[Diagram of two monosaccharide units connected by a glycosidic bond, with carbon and hydroxyl groups shown.]

b)

[Diagram shows two monosaccharide rings connected, each with different orientations of hydroxyl groups, indicating the type of glycosidic linkage.]

c)

[This diagram presents another structure with specific orientations of hydroxyl groups and glycosidic bonding between two sugar units.]

d)

[A sugar structure with a five-membered ring and various hydroxyl and methoxyl groups, depicting the glycosidic connectivity.]

e)

[Complex sugar structure with multiple rings and glycosidic links, showing detailed positioning of hydroxyl groups.]

---

**5) Determine the number of chiral carbons in the following structures, and how many stereoisomers are possible.**

a)

[Chemical structure of a compound with a chlorine atom and various substituents. Identify chiral centers.]

b)

[Aromatic compound structure with multiple rings and a chlorine atom, requiring determination of chiral centers and stereoisomers.]

[Note: Specific atom positions and connectivity can influence the identification of chiral centers, affecting stereochemistry calculations.]

---

*Explanation of Structural Diagrams:*
- Each diagram represents the molecular structure of sugars, showcasing various types of glycosidic bonds through oxygen bridges.
- Different hydroxyl (OH) group orientations indicate whether a bond is alpha or beta.
- Stereochemistry is determined by the arrangement of atoms around chiral centers, affecting the number of possible stereoisomers, which is calculated as \(2^n\) (where \(n\) is the number of chiral centers).
Transcribed Image Text:**4) Identify the type of glycosidic bond for each of the following sugars. Choose from: α(1→2), α(1→3), α(1→4), α(1→5), α(1→6), β(1→2), β(1→3), β(1→4), β(1→5), β(1→6), or α,β(1→2):** a) [Diagram of two monosaccharide units connected by a glycosidic bond, with carbon and hydroxyl groups shown.] b) [Diagram shows two monosaccharide rings connected, each with different orientations of hydroxyl groups, indicating the type of glycosidic linkage.] c) [This diagram presents another structure with specific orientations of hydroxyl groups and glycosidic bonding between two sugar units.] d) [A sugar structure with a five-membered ring and various hydroxyl and methoxyl groups, depicting the glycosidic connectivity.] e) [Complex sugar structure with multiple rings and glycosidic links, showing detailed positioning of hydroxyl groups.] --- **5) Determine the number of chiral carbons in the following structures, and how many stereoisomers are possible.** a) [Chemical structure of a compound with a chlorine atom and various substituents. Identify chiral centers.] b) [Aromatic compound structure with multiple rings and a chlorine atom, requiring determination of chiral centers and stereoisomers.] [Note: Specific atom positions and connectivity can influence the identification of chiral centers, affecting stereochemistry calculations.] --- *Explanation of Structural Diagrams:* - Each diagram represents the molecular structure of sugars, showcasing various types of glycosidic bonds through oxygen bridges. - Different hydroxyl (OH) group orientations indicate whether a bond is alpha or beta. - Stereochemistry is determined by the arrangement of atoms around chiral centers, affecting the number of possible stereoisomers, which is calculated as \(2^n\) (where \(n\) is the number of chiral centers).
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