Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Question
Chapter 20.6, Problem 12P
a)
Interpretation Introduction
Interpretation:
The product formed from the reduction of D-idose is to be represented.
Concept Introduction:
Sodium borohydride is a strong reducing agent. The carbonyl group in
b)
Interpretation Introduction
Interpretation:
The product formed from the reduction of D-sorbose is to be outlined.
Concept Introduction:
Sodium borohydride is a strong reducing agent. The carbonyl group in aldoses and ketones can be reduced to an alcohol group by the compound sodium borohydride with hydrolysis. The product formed by the reduction is a polyalcohol and also known as alditol.
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What products are obtained from the reduction of a. d-idose? b. d-sorbose?
Draw the products formed when β-D-galactose is treated with each reagent.
a. Ag2O + CH3I
b. NaH + C6H5CH2Cl
c. The product in (b), then H3O+
d. Ac2O + pyridine
e. C6H5COCl + pyridine
f. The product in (c), then C6H5COCl + pyridine
Draw the products formed when ß-D-galactose is treated with each reagent.a. Ag2O + CH3Ib. NaH + C6H5CH2Clc. The product in (b), then H3O+d. Ac2O + pyridinee. C6H5COCl + pyridinef. The product in (c), then C6H5COCl + pyridine
Chapter 20 Solutions
Organic Chemistry (8th Edition)
Ch. 20.1 - Prob. 1PCh. 20.2 - Prob. 2PCh. 20.2 - Prob. 3PCh. 20.3 - Prob. 4PCh. 20.3 - Prob. 5PCh. 20.3 - Prob. 6PCh. 20.4 - Prob. 7PCh. 20.4 - Prob. 8PCh. 20.5 - Prob. 9PCh. 20.5 - Prob. 10P
Ch. 20.5 - Prob. 11PCh. 20.6 - Prob. 12PCh. 20.6 - Prob. 13PCh. 20.6 - Prob. 14PCh. 20.7 - Prob. 15PCh. 20.8 - Prob. 16PCh. 20.9 - Prob. 18PCh. 20.10 - Prob. 20PCh. 20.10 - Prob. 21PCh. 20.10 - Prob. 22PCh. 20.11 - Prob. 23PCh. 20.11 - Prob. 24PCh. 20.12 - Prob. 25PCh. 20.12 - Prob. 26PCh. 20.14 - Prob. 28PCh. 20.15 - Prob. 29PCh. 20.15 - Prob. 30PCh. 20.16 - Prob. 31PCh. 20.17 - Prob. 32PCh. 20.18 - Refer to Figure 20.5 to answer the following...Ch. 20 - Prob. 34PCh. 20 - Prob. 35PCh. 20 - Prob. 36PCh. 20 - Prob. 37PCh. 20 - Prob. 38PCh. 20 - Prob. 39PCh. 20 - Prob. 40PCh. 20 - Prob. 41PCh. 20 - Prob. 42PCh. 20 - Prob. 43PCh. 20 - Prob. 44PCh. 20 - Prob. 45PCh. 20 - Prob. 46PCh. 20 - Prob. 47PCh. 20 - Prob. 48PCh. 20 - The 1H NMR spectrum of D-glucose in D2O exhibits...Ch. 20 - Prob. 50PCh. 20 - Prob. 51PCh. 20 - Prob. 52PCh. 20 - Prob. 53PCh. 20 - Prob. 54PCh. 20 - Prob. 55PCh. 20 - Prob. 56PCh. 20 - Prob. 57PCh. 20 - Prob. 58PCh. 20 - Prob. 59PCh. 20 - Prob. 60PCh. 20 - Prob. 61PCh. 20 - A hexose is obtained when the residue of a shrub...Ch. 20 - Prob. 63PCh. 20 - Prob. 64PCh. 20 - Prob. 65PCh. 20 - Prob. 66PCh. 20 - Prob. 67PCh. 20 - Prob. 68PCh. 20 - Prob. 69PCh. 20 - Prob. 70PCh. 20 - Prob. 71PCh. 20 - Prob. 72PCh. 20 - Prob. 73P
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- Draw the products formed when B-D-galactose is treated with each reagent. a. Ag,0 + CH3I b. NaH + CgHsCH2CI c. The product in (b), then H30* d. Ac20 + pyridine e. CeHsCOCI + pyridine f. The product in (c), then CgHsCOCI + pyridinearrow_forwardD-Arabinose can exist in both pyranose and furanose forms. a. Draw the α and β anomers of D-arabinofuranose. b. Draw the α and β anomers of D-arabinopyranose.arrow_forwardDraw the products formed when α-D-galactose is treated with each reagent: i. CH3I (excess), Ag2O ii. CH3OH, H3O+ iii. NaOH, H2O iv. Br2, H2Oarrow_forward
- Answer the following questions about the carbohydrate erythrulose, an ingredient in sunless tanning agents. erythrulose a. Does erythrulose contain an aldehyde or ketone? b. Classify each hydroxyl group as 1 °, 2 °, or 3 °. c. What product is formed when erythrulose is treated with Tollens reagent? d. What product is formed when erythrulose is treated with K 2Cr 2O 7?arrow_forwardD-Arabinose can exist in both pyranose and furanose forms.a. Draw the a and ß anomers of D-arabinofuranose.b. Draw the a and ß anomers of D-arabinopyranosearrow_forwardDraw the products formed when a-D-gulose is treated with each reagent. a. CH3I, Ag,0 b. CH,OH, HCI c. CeHsCH2CI, Ag20 d. CgHsCH2OH, HCI e. Ac20, pyridine f. CeHsCOCI, pyridine g. The product in (a), then H3O* h. The product in (b), then Ac,0, pyridine i. The product in (g), then CeHsCH2CI, Ag20 j. The product in (d), then CH3I, Ag20 но OH но OH OH D-gulosearrow_forward
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- SOURCE: GENERAL ORGANIC AND BIOLOGICAL CHEMISTRY BY SMITH 4TH EDITIONarrow_forwardDraw the organic products formed when each compound is treated with H2, Pd-C. Indicate the three-dimensional structure of all stereoisomers formed.arrow_forwardWhat would be the product if D-mannose is reacted witha.. 1.) NH2OH then 2.) (CH3CO)2O, NaOCOCH3 then 3.)NaOCH3, then 4.)HNO3, H2O [note this is a consectutive reaction] b. oxidation using HNO3arrow_forward
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