Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 25.SE, Problem 51AP
Interpretation Introduction
Interpretation:
Reduction of D-sorbose gives sorbitol.
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What product or products are obtained when d-galactose reacts with each of the following?
a. nitric acid + ∆ b. Ag+, NH3, HO- c. NaBH4, followed by H3O+ d. excess CH3I + Ag2O e. Br2 in water f. ethanol + HClg. 1. hydroxylamine/trace acid
2. acetic anhydride/∆
3. HO-/H2O
A D-aldohexose A is formed from an aldopentose B by the Kiliani–Fischer synthesis. Reduction of A with NaBH4 forms an optically inactive alditol. Oxidation of B forms an optically active aldaric acid. What are the structures of A and B?
Which statements are correct regarding the formation of maltose?A. Hydrolysis reaction between alpha-D-glucose and beta-D-glucoseB. Condensation reaction between alpha-D-glucose and beta-D-glucoseC. Condensation reaction between beta-galactose and beta-glucoseD. Hydrolysis of starch into a di-saccharide product
a). A and B
b). C and D
c). B and D
d). B and C
e). B, C and D
Chapter 25 Solutions
Organic Chemistry
Ch. 25.1 - Prob. 1PCh. 25.2 - Prob. 2PCh. 25.2 - Prob. 3PCh. 25.2 - Prob. 4PCh. 25.2 - Prob. 5PCh. 25.3 - Prob. 6PCh. 25.3 - Prob. 7PCh. 25.4 - Prob. 8PCh. 25.4 - Prob. 9PCh. 25.4 - Prob. 10P
Ch. 25.5 - Prob. 11PCh. 25.5 - Prob. 12PCh. 25.5 - Prob. 13PCh. 25.5 - Prob. 14PCh. 25.5 - Prob. 15PCh. 25.6 - Prob. 16PCh. 25.6 - Prob. 17PCh. 25.6 - Prob. 18PCh. 25.6 - Prob. 19PCh. 25.6 - Prob. 20PCh. 25.6 - Prob. 21PCh. 25.6 - Prob. 22PCh. 25.6 - Prob. 23PCh. 25.7 - Prob. 24PCh. 25.8 - Show the product you would obtain from the...Ch. 25.SE - Prob. 26VCCh. 25.SE - Prob. 27VCCh. 25.SE - Prob. 28VCCh. 25.SE - Prob. 29VCCh. 25.SE - Prob. 30MPCh. 25.SE - Prob. 31MPCh. 25.SE - Glucosamine, one of the eight essential...Ch. 25.SE - D-Glicose reacts with acetone in the presence of...Ch. 25.SE - Prob. 34MPCh. 25.SE - Prob. 35MPCh. 25.SE - Prob. 36APCh. 25.SE - Prob. 37APCh. 25.SE - Prob. 38APCh. 25.SE - Prob. 39APCh. 25.SE - Prob. 40APCh. 25.SE - Assign R or S configuration to each chirality...Ch. 25.SE - Prob. 42APCh. 25.SE - Prob. 43APCh. 25.SE - Prob. 44APCh. 25.SE - Prob. 45APCh. 25.SE - Prob. 46APCh. 25.SE - Prob. 47APCh. 25.SE - Prob. 48APCh. 25.SE - Prob. 49APCh. 25.SE - Prob. 50APCh. 25.SE - Prob. 51APCh. 25.SE - Prob. 52APCh. 25.SE - Prob. 53APCh. 25.SE - Prob. 54APCh. 25.SE - Prob. 55APCh. 25.SE - Prob. 56APCh. 25.SE - Prob. 57APCh. 25.SE - Prob. 58APCh. 25.SE - Prob. 59APCh. 25.SE - Prob. 60APCh. 25.SE - Prob. 61APCh. 25.SE - Prob. 62APCh. 25.SE - Prob. 63APCh. 25.SE - D-Mannose reacts with acetone to give a...Ch. 25.SE - Prob. 65APCh. 25.SE - Prob. 66APCh. 25.SE - Prob. 67APCh. 25.SE - Prob. 68APCh. 25.SE - Prob. 69APCh. 25.SE - Prob. 70APCh. 25.SE - Prob. 71AP
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- Draw the structure of the expected product when monosaccharide A undergo mutarotation upon dissolving in water in the presence of Tollens reagent (AgNO3, NH4OH).arrow_forwardIdentify the sugar in each description. a. An aldopentose that is not d-arabinose forms d-arabinitol when it is reduced with NaBH4. b. A sugar that is not D-altrose forms d-altraric acid when it is oxidized with nitric acid. c. A ketose that, when reduced with NaBH4, forms d-altritol and d-allitol.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
- 1. Carbohydrates classification. 2. Write down the reactions: a) α,D-Glucopyranose + C2H5OH → b) D-Glucose + [Ag(NH3)2]+ → c) D-Glucopyranose + (CH3CO)2 O → d) D-Glucopyranose + CH3I → e) D-Glucose + HNO3 → f) D-Glucose + H2 → g) Lactose formation h) Sucrose hydrolysis 3. Write down the formula of β,D-galactopyranosearrow_forwardDraw Fischer projections for the product(s) formed by reaction of d-galactose with the following. In addition, state whether each product is optically active or inactive. Q.) HNO3, warmarrow_forwardDraw Fischer projections for the product(s) formed by reaction of d-ribose with the following. In addition, state whether each product is optically active or inactive Q. NaBH4 in H2Oarrow_forward
- When d-glucose is reduced with sodium borohydride, optically active glucitol results.When optically active d-galactose is reduced, however, the product is optically inactive.Explain this loss of optical activityarrow_forwardWhat are the products when D-ribose is treated under the following conditions? 1) NH2OH, CH3OH, CH3ONa 2) Ac2O, 100 C 3) CH3OH, CH3ONa 4) H2O, H3O+ What are the products when D-ribose is treated under the following conditions? 1) Br2 / H2O 2) Ca(OH)2 3) Fe2(SO4)3 4) H2O2.arrow_forwardDraw the structure of the expected product when monosaccharide A undergomutarotation upon dissolving in water in the presence of Tollens reagent (AgNO3,NH4OH).arrow_forward
- Draw Fischer projections for the product(s) formed by reaction of d-ribose with the following. In addition, state whether each product is optically active or inactive Q. HNO3, warmarrow_forwardHow many d-aldoheptoses are possible? Draw the Fischer projection of one of them and its enantiomer.arrow_forwardd-Glucose most often exists as a pyranose, but it can also exist as a furanose. Draw the Haworth projection of a-d-glucofuranose.arrow_forward
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