Concept explainers
(a)
Interpretation: The full name along with the anomeric designation of the following compound should be determined:
Concept Introduction: A common way of writing structural formula which represent the cyclic structure of monosaccharides is said to be the Haworth projection, which is best represented by chair conformations.
A convention used to represent a 3-D stereo formula in 2-D representation is said to be Fischer projections. In this projection, the vertical lines represent bonds below the plane of the paper and horizontal lines represents bonds above the plane of the paper.
(a)
Answer to Problem 21P
Explanation of Solution
Drawing the Fischer projection of given compound as:
For a D-sugar, the group attached to the bottom chiral carbon is present at the right-hand side whereas for L-sugar it is present at left-hand side.
A new carbon stereocenter created by the conversion of an open structure to a cyclic structure is said to be the anomeric carbon. In carbohydrates, when the hydroxy group on an anomeric carbon is present on the same side as that of the
The anomeric carbon of the given compound is shown by “*”:
Since, in the given sugar the
Hence, the name of compound is
(b)
Interpretation: The full name along with the anomeric designation of the following compound should be determined:
Concept Introduction: A common way of writing structural formula which represent the cyclic structure of monosaccharides is said to be the Haworth projection, which is best represented by chair conformations.
A convention used to represent a 3-D stereo formula in 2-D representation is said to be Fischer projections. In this projection, the vertical lines represent bonds below the plane of the paper and horizontal lines represents bonds above the plane of the paper.
(b)
Answer to Problem 21P
Explanation of Solution
Drawing the Fischer projection of given compound as:
For a D-sugar, the
A new carbon stereocenter created by the conversion of an open structure to a cyclic structure is said to be the anomeric carbon. In carbohydrates, when the hydroxy group on an anomeric carbon is present on the same side as that of the
The anomeric carbon of the given compound is shown by “*”:
Since, in the given sugar the
Hence, the name of compound is
(c)
Interpretation: The full name along with the anomeric designation of the following compound should be determined:
Concept Introduction: A common way of writing structural formula which represent the cyclic structure of monosaccharides is said to be the Haworth projection, which is best represented by chair conformations.
A convention used to represent a 3-D stereo formula in 2-D representation is said to be Fischer projections. In this projection, the vertical lines represent bonds below the plane of the paper and horizontal lines represents bonds above the plane of the paper.
(c)
Answer to Problem 21P
Explanation of Solution
Drawing the Fischer projection of given compound as:
For a D-sugar, the
A new carbon stereocenter created by the conversion of an open structure to a cyclic structure is said to be the anomeric carbon. In carbohydrates, when the hydroxy group on an anomeric carbon is present on the same side as that of the
The anomeric carbon of the given compound is shown by “*”:
Since, in the given sugar the
Hence, the name of compound is
(d)
Interpretation: The full name along with the anomeric designation of the following compound should be determined:
Concept Introduction: A common way of writing structural formula which represent the cyclic structure of monosaccharides is said to be the Haworth projection, which is best represented by chair conformations.
A convention used to represent a 3-D stereo formula in 2-D representation is said to be Fischer projections. In this projection, the vertical lines represent bonds below the plane of the paper and horizontal lines represents bonds above the plane of the paper.
(d)
Answer to Problem 21P
Explanation of Solution
Drawing the Fischer projection of given compound as:
For a D-sugar, the
A new carbon stereocenter created by the conversion of an open structure to a cyclic structure is said to be the anomeric carbon. In carbohydrates, when the hydroxy group on an anomeric carbon is present on the same side as that of the
The anomeric carbon of the given compound is shown by “*”:
Since, in the given sugar the
Hence, the name of compound is
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Chapter 19 Solutions
Introduction To General, Organic, And Biochemistry
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- Compound A has molecular formula C6H12. Upon treatment with NBS and irradiation with UV light, exactly two constitutional isomers are formed. Which of the following is a possible structure for compound A? OI Oll O III OI and II I and III || |||arrow_forwardDraw the structures and specify the stereochemistry of compounds A-C.arrow_forward(a) What product(s) are formed when the E isomer of C6H5CH = CHC6H5 is treated with Br2, followed by one equivalent of KOH? Label the resulting alkene(s) as E or Z. (b) What product(s) are formed when the Z isomer of C6H5CH = CHC6H5 is subjected to the same reaction sequence? (c) How are the compounds in parts (a) and (b) related to each other?arrow_forward
- yredict the NAME, STRUCTURE and STEREOCHEMISTRY of the BEST ORGANIC REACTANT or the MAJOR ORGANIC product for the following reactions:arrow_forwardA chiral alkyne A with molecular formula C6H10 is reduced with H2 and Lindlar catalyst to B having the R conguration at its stereogenic center. What are the structures of A and B?arrow_forwardA chiral alkyne A with molecular formula C6H10 is reduced with H2 and Lindlar catalyst to B having the R configuration at its stereogenic center. What are the structures of A and B?arrow_forward
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- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning