Concept explainers
(a)
Interpretation: The product formed by the treatment of
Concept introduction: Monosaccharides are the small units of simple sugars. The hydroxyl groups of monosaccharides are converted into the ether groups in presence of base and
Answer to Problem 28.49P
The product formed by the treatment of
Figure 1
Explanation of Solution
The conversion of hydroxyl groups of
Figure 2
The product formed by the treatment of
(b)
Interpretation: The product formed by the treatment of
Concept introduction: Monosaccharides are the small units of simple sugars The hydroxyl groups of monosaccharides are converted into the ether groups in presence of base and alkyl halide.
Answer to Problem 28.49P
The products formed by the treatment of
Figure 3
Explanation of Solution
The two anomers are formed by the treatment of monosaccharides with methanol in the presence of hydrochloric acid. One product with methoxy group on the equatorial position and other product with methoxy group on the axial position. The corresponding chemical reaction is shown below.
Figure 4
The products formed by the treatment of
(c)
Interpretation: The product formed by the treatment of
Concept introduction: Monosaccharides are the small units of simple sugars. The hydroxyl groups of monosaccharides are converted into the ether groups in presence of base and alkyl halide.
Answer to Problem 28.49P
The product formed by the treatment of
Figure 5
Explanation of Solution
In the presence of acetic anhydride and pyridine, the conversion of alcoholic groups in
Figure 6
The product formed by the treatment of
(d)
Interpretation: The product formed by the treatment of
Concept introduction: Monosaccharides are the small units of simple sugars. The hydroxyl groups of monosaccharides are converted into the ether groups in presence of base and alkyl halide.
Answer to Problem 28.49P
The products formed by the treatment of
Figure 7
Explanation of Solution
The first step is the conversion of hydroxyl groups of gulose into the ether groups in presence of base and methyl iodide as shown in Figure 2.
The product
Figure 8
The products formed by the treatment of
(e)
Interpretation: The product formed by the treatment of
Concept introduction: Monosaccharides are the small units of simple sugars The hydroxyl groups of monosaccharides are converted into the ester groups in presence of base and acetic anhydride or acetyl chloride.
Answer to Problem 28.49P
The products formed by the treatment of
Figure 9
Explanation of Solution
The conversion of alcoholic groups of product
Figure 10
The products formed by the treatment of
(f)
Interpretation: The product formed by the treatment of
Concept introduction: Monosaccharides are the small units of simple sugars. The hydroxyl groups of monosaccharides are converted into the ether groups in presence of base and alkyl halide.
Answer to Problem 28.49P
The products formed by the treatment of
Figure 11
Explanation of Solution
The conversion of hydroxyl groups of product
Figure 12
The products formed by the treatment of
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Chapter 28 Solutions
ORGANIC CHEMISTRY (LOOSELEAF) >CUSTOM<
- Draw the product formed when (CH3)2CHOH is treated with each reagent. a.SOCl2, pyridine b. TsCl, pyridine c.H2SO4 d.HBr e.PBr3, then NaCN f.POCl3, pyridinearrow_forwardDraw the product formed when (CH3)2CHOH is treated with each reagent. a. SOCl2, pyridine b. TsCl, pyridine c. H2SO4 d. HBr e. PBr3, then NaCN f. POCl3, pyridinearrow_forwardDraw the product formed when (CH3)2CHOH is treated with each reagent (a, b and c)arrow_forward
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- Draw the products formed when hex-1-yne is treated with each reagent. a. HCl (2 equiv) b. HBr (2 equiv) c. Cl2 (2 equiv) d.H2O + H2SO4 + HgSO4 e. [1] R2BH; [2] H2O2, HO− f. NaH g. [1] −NH2; [2] CH3CH2Brarrow_forwardDraw the product formed when C6H5N2 +Cl− reacts with each compound.arrow_forwardDraw the product formed when C6H5N2+Cl− reacts with each compound.arrow_forward
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