Homework Answers
- The cyclic forms of carbohydrates can exist in two forms, α- and β- based on the position of the substituent at the anomeric center.
- The two forms are sometimes described as "anomers" since they are isomers at the anomeric center.
- To assign the cyclic form of a carbohydrate as the α- or β- form look at the relative positions of the -CH2OH group and -OH (or -OR) group at the anomeric center.
- In the α- form, the exocyclic O group at the anomeric center is on the opposite face to the -CH2OH group, and
- In the β- form, the exocyclic O group at the anomeric center is on the same face as the -CH2OH group.
By these summary you can come up with two answers A and C.now you have to choose which one is glucose.Therefore the correct answer is C.
2) answer B
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What is the correct chair form for the beta anomer of gulose? A B C D...
Draw the following monosaccharide in the Beta anomer of the cyclic form 0 C= H- C-...
Draw the following monosaccharide in the Beta anomer of the cyclic
form
0 C= H- C- OH HO– –H н— — он H- C-OH Сн, он
1. Draw glucose B-D-glucose in a chair form, and circle the anomeric carbon. Why is the...
1. Draw glucose B-D-glucose in a chair form, and circle the anomeric carbon. Why is the anomeric carbon significant? 2. Why is cyclization of sugars important? What does the concept of mutarotation indicate to us about dual roles of monosaccharides? Two part question: 3. Why are monosaccharides most commonly found in pyran and furan ring forms, rather than: A) other ring motifs -(think along the lines of: why NOT 3,4, or 7 membered rings)? B) in their linear form? 4....
11. Draw the structures of a-D-glucose and D-mannose (both cyclic form). Which bond(s) in a-D-glucose must...
11. Draw the structures of a-D-glucose and D-mannose (both cyclic form). Which bond(s) in a-D-glucose must be broken to change its configuration to B-D-glucose? Which bond(s) to convert D-glucose to D-mannose? Which bond(s) to convert one "chair" form of D-glucose to the other?
Which reagent is required for this reaction? -PPh EPPhe -PhaP =Ph₂P А B с D A...
Which reagent is required for this reaction? -PPh EPPhe -PhaP =Ph₂P А B с D A B с D Which term describes the relationship between these two structures? OH N A. diastereomers B. tautomers C. resonance structures D. enantiomers Which reagents would accomplish this conversion? بالليل NaOEt followed EtOH A. NaoEt followed by EtBr B. Nah followed by EtOH OC. EtOH with acid catalyst. OD
Which of the following is the C3 primer of D-glucose? A)D-Mannose B)D-Galactose C) D-Gulose D) D-Allose
Which of the following is the C3 primer of D-glucose? A)D-Mannose B)D-Galactose C) D-Gulose D) D-Allose
A. i) Ho^ OH, TOH, Dean-Stark; ii) Pd/C, H2; iii) EtBr; iv) H2O, HCI B. i)...
A. i) Ho^ OH, TOH, Dean-Stark; ii) Pd/C, H2; iii) EtBr; iv) H2O, HCI B. i) 2 EVOH, TOH, Dean-Stark; ii) a) MeLi, b) EtBr; iii) H2O, HCl; iv) Pd/C, H, C. i) excess EtOH, H2SO4, heat; ii) a) MeMgBr, b) EtBr; iii) Pd/C, Hz; iv) H.O, HCI D. A and C would both work E. B and C would both work
3. Draw by hand and name the following monosaccharides a. anomer of a-D-altrose b. enantiomer of...
3. Draw by hand and name the following monosaccharides a. anomer of a-D-altrose b. enantiomer of D-altrose c. The pyranose and furanose forms of D-altrose d. The epimer of D-altrose e. A diasteroisomer of D-altrose f. What is the relationship between the following: - i. D-psicose and D-fructose - ii. D-fructose and D-sorbose - iii. glucose and sucrose - iv. a-D-glucopyranose and a-D-glucofuranoseType
What is the correct name for the following compound? d) 5-oxo-3-octenoic acid What is the defining...
What is the correct name for the following compound? d) 5-oxo-3-octenoic acid What is the defining functional group of a carboxylic acid? a) an-H attached to a carbonyl group b) an-H attached to a carbon-carbon triple bond c) an-OH attached to a carbonyl group d) an -OH group attached to a O-C double bond e) an-OH group attached to an aromatic ring To convert a carboxylic acid to an aldehyde a) convert the acid to an acid chloride, then use...
18. Which of the following compound(s) would undergo mutarotation in aqueous solution? 19. Draw the chair...
18.
Which of the following compound(s) would undergo mutarotation in
aqueous solution?
19. Draw the chair conformation of a-D-galactopyranose.
20. Which of the following compound(s) is a glycoside?
21. Provide the reagents neccesary to carry out the following
conversion.
22. Predict the product(s) for the following reaction.
23. D-glucose & D-galactose are ______epimers of each
other.
24. Predict the product(s) for the following reaction.
25. Which of the following compound(s) would produce D-glucose
and D-mannose when treated with HCN followed...
Which of the following reagent(s) eves the reaction below (A) CH_2Cl (B) Cl_2/Fe (C) Cl_2/AlCl_3 (D)...
Which of the following reagent(s) eves the reaction below (A) CH_2Cl (B) Cl_2/Fe (C) Cl_2/AlCl_3 (D) Cl_2/FeCl_3 (E) Cl_2/HCL Which of the following reagent(s) gives the reaction below (A) NaOH (B) KMnO_4/H_2O (C) Sn/HCL, then NaOH (D) CO_2/H^+ (E) O_2/HCl Which of the following reagent(s) gives the following transformation (A) CH_3COCI/AICI_3, then NaOH (B) CH_3COCl/AlCl_3, (C) CH__3CH_2Cl/AlCl_3, then NaBH_4 (D) CH_3CH_2Cl/AICI_2 then PCC (E) CH_3COCI/AICI_3 then NBS Which of the following reagents (a, b) gives the reactions below (A) a...
Draw the following monosaccharide in the Beta anomer of the cyclic
form
0 C= H- C- OH HO– –H н— — он H- C-OH Сн, он
1. Draw glucose B-D-glucose in a chair form, and circle the anomeric carbon. Why is the anomeric carbon significant? 2. Why is cyclization of sugars important? What does the concept of mutarotation indicate to us about dual roles of monosaccharides? Two part question: 3. Why are monosaccharides most commonly found in pyran and furan ring forms, rather than: A) other ring motifs -(think along the lines of: why NOT 3,4, or 7 membered rings)? B) in their linear form? 4....
11. Draw the structures of a-D-glucose and D-mannose (both cyclic form). Which bond(s) in a-D-glucose must be broken to change its configuration to B-D-glucose? Which bond(s) to convert D-glucose to D-mannose? Which bond(s) to convert one "chair" form of D-glucose to the other?
Which reagent is required for this reaction? -PPh EPPhe -PhaP =Ph₂P А B с D A B с D Which term describes the relationship between these two structures? OH N A. diastereomers B. tautomers C. resonance structures D. enantiomers Which reagents would accomplish this conversion? بالليل NaOEt followed EtOH A. NaoEt followed by EtBr B. Nah followed by EtOH OC. EtOH with acid catalyst. OD
A. i) Ho^ OH, TOH, Dean-Stark; ii) Pd/C, H2; iii) EtBr; iv) H2O, HCI B. i) 2 EVOH, TOH, Dean-Stark; ii) a) MeLi, b) EtBr; iii) H2O, HCl; iv) Pd/C, H, C. i) excess EtOH, H2SO4, heat; ii) a) MeMgBr, b) EtBr; iii) Pd/C, Hz; iv) H.O, HCI D. A and C would both work E. B and C would both work
What is the correct name for the following compound? d) 5-oxo-3-octenoic acid What is the defining functional group of a carboxylic acid? a) an-H attached to a carbonyl group b) an-H attached to a carbon-carbon triple bond c) an-OH attached to a carbonyl group d) an -OH group attached to a O-C double bond e) an-OH group attached to an aromatic ring To convert a carboxylic acid to an aldehyde a) convert the acid to an acid chloride, then use...
18.
Which of the following compound(s) would undergo mutarotation in
aqueous solution?
19. Draw the chair conformation of a-D-galactopyranose.
20. Which of the following compound(s) is a glycoside?
21. Provide the reagents neccesary to carry out the following
conversion.
22. Predict the product(s) for the following reaction.
23. D-glucose & D-galactose are ______epimers of each
other.
24. Predict the product(s) for the following reaction.
25. Which of the following compound(s) would produce D-glucose
and D-mannose when treated with HCN followed...
Which of the following reagent(s) eves the reaction below (A) CH_2Cl (B) Cl_2/Fe (C) Cl_2/AlCl_3 (D) Cl_2/FeCl_3 (E) Cl_2/HCL Which of the following reagent(s) gives the reaction below (A) NaOH (B) KMnO_4/H_2O (C) Sn/HCL, then NaOH (D) CO_2/H^+ (E) O_2/HCl Which of the following reagent(s) gives the following transformation (A) CH_3COCI/AICI_3, then NaOH (B) CH_3COCl/AlCl_3, (C) CH__3CH_2Cl/AlCl_3, then NaBH_4 (D) CH_3CH_2Cl/AICI_2 then PCC (E) CH_3COCI/AICI_3 then NBS Which of the following reagents (a, b) gives the reactions below (A) a...
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