Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 21, Problem 45P
The 1H NMR spectrum of D-glucose in D2O exhibits two high-frequency doublets. What is responsible for these doublets?
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The 1H NMR spectrum of d-glucose in D2O exhibits two high-frequency doublets. What is responsible for these doublets?
What are the stereochemical descriptors for mannose and fucose in the above scheme?
1. Both are d-sugars.
2. Both are l-sugars.
3. Mannose is d and fucose is l.
4. Mannose is l and fucose is d.
a. Draw a three-dimensional structure for the following steroid. b. What is the structure of the single stereoisomer formed by reduction of this ketone with H2, Pd-C? Explain why only one stereoisomer is formed.
Chapter 21 Solutions
Organic Chemistry
Ch. 21.1 - Prob. 1PCh. 21.2 - Prob. 2PCh. 21.2 - Prob. 3PCh. 21.3 - Prob. 4PCh. 21.3 - Prob. 5PCh. 21.3 - Prob. 6PCh. 21.4 - Prob. 7PCh. 21.4 - Prob. 8PCh. 21.5 - Prob. 9PCh. 21.5 - Prob. 10P
Ch. 21.5 - Prob. 11PCh. 21.6 - Prob. 12PCh. 21.6 - Prob. 13PCh. 21.6 - Prob. 14PCh. 21.7 - Prob. 15PCh. 21.8 - Prob. 16PCh. 21.9 - Prob. 18PCh. 21.10 - Prob. 20PCh. 21.10 - Prob. 21PCh. 21.10 - Prob. 22PCh. 21.11 - Prob. 24PCh. 21.11 - Prob. 25PCh. 21.15 - Prob. 27PCh. 21.16 - Prob. 28PCh. 21.17 - Prob. 29PCh. 21.18 - Refer to Figure 20.5 to answer the following...Ch. 21 - Prob. 31PCh. 21 - Prob. 32PCh. 21 - Prob. 33PCh. 21 - Prob. 34PCh. 21 - Prob. 35PCh. 21 - Prob. 36PCh. 21 - Prob. 37PCh. 21 - Prob. 38PCh. 21 - Prob. 39PCh. 21 - Prob. 40PCh. 21 - Prob. 41PCh. 21 - Prob. 42PCh. 21 - Prob. 43PCh. 21 - Prob. 44PCh. 21 - The 1H NMR spectrum of D-glucose in D2O exhibits...Ch. 21 - Prob. 46PCh. 21 - Prob. 47PCh. 21 - Prob. 48PCh. 21 - Prob. 49PCh. 21 - Prob. 50PCh. 21 - Prob. 51PCh. 21 - Prob. 52PCh. 21 - Prob. 53PCh. 21 - Prob. 54PCh. 21 - Prob. 55PCh. 21 - A hexose is obtained when the residue of a shrub...Ch. 21 - Prob. 57PCh. 21 - Prob. 58PCh. 21 - Prob. 59PCh. 21 - Prob. 60PCh. 21 - Prob. 61PCh. 21 - Prob. 62PCh. 21 - Prob. 63PCh. 21 - Prob. 64PCh. 21 - Prob. 65PCh. 21 - Prob. 66P
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- Which of the d-aldopentoses will give optically active aldaric acids on oxidation with HNO3 ?(arrow_forwardd-Xylose and d-lyxose are formed when d-threose undergoes a Kiliani–Fischer synthesis. d-Xylose is oxidized to an optically inactive aldaric acid,whereas d-lyxose forms an optically active aldaric acid. What are the structures of d-xylose and d-lyxose?arrow_forwardExplain the method to separate enantiomers ?arrow_forward
- Assign R or S configurations to each stereogenic center of isoborneol and borneol. Give the relationship between these two stereoisomers.arrow_forwardDraw 1D 1H NMR spectrum of Glycine1) in Deuterated chloroform CDCl3 and 2) in Heavy Water D2Oarrow_forwardIdentify pairs of molecules that represent enantiomers and diastereomers and identify each center stereogenic by writing R or S next to it.arrow_forward
- (b) How many reducing and non reducing does O- a-D-glucopyranofil(l ➔2)BETA -D-fructofuranoside has? Explain with a hawthron projectionarrow_forwardThreonine is a naturally occurring amino acid that has two stereogenic centers. a. Draw the four possible stereoisomers using wedges and dashes. b. The naturally occurring amino acid has the 2S, 3R configuration at its OH two stereogenic centers. Which structure does this correspond to?arrow_forwardThe cyclic form of this sugar would be A) alpha-anomer as the -CH2OH and the hemiacetal -OH are trans B) beta-anomer as the -CH2OH and the hemiacetal -OH are cis C) beta-anomer as the -CH2OH and the hemiacetal -OH are trans D) alpha-anomer as the -CH2OH and the hemiacetal -OH are cisarrow_forward
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