
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Question
Chapter 19.SE, Problem 85AP
Interpretation Introduction
Interpretation:
Given that glucose when treated with NaBH4 gets reduced to yield sorbitol. How this reduction process occurs is to be shown.
Concept introduction:
The cyclic pyranose ring in glucose, when cleaved, will yield the open chain compound with a free
To show:
How the reduction of glucose by NaBH4 to yield sorbitol occurs.
Expert Solution & Answer

Trending nowThis is a popular solution!
Learn your wayIncludes step-by-step video

schedule05:53
Students have asked these similar questions
Calculate the chemical shifts in 13C and 1H NMR for 4-chloropropiophenone ? Write structure and label hydrogens and carbons
Please sirrr soollveee these parts pleaseeee and thank youuuuu
Please sirrr soollveee these parts pleaseeee and thank youuuuu, don't solve it by AI plleeaasseee
Chapter 19 Solutions
Organic Chemistry
Ch. 19.1 - Prob. 1PCh. 19.1 - Draw structures corresponding to the following...Ch. 19.2 - Prob. 3PCh. 19.2 - How would you carry out the following reactions?...Ch. 19.4 - Treatment of an aldehyde or ketone with cyanide...Ch. 19.4 - p-Nitrobenzaldehyde is more reactive toward...Ch. 19.5 - Prob. 7PCh. 19.5 - The oxygen in water is primarily (99.8) 16O, but...Ch. 19.6 - Prob. 9PCh. 19.8 - Show the products you would obtain by...
Ch. 19.8 - Prob. 11PCh. 19.8 - Prob. 12PCh. 19.9 - Prob. 13PCh. 19.10 - Prob. 14PCh. 19.10 - Prob. 15PCh. 19.11 - What carbonyl compound and what phosphorus ylide...Ch. 19.11 - -Carotene, a yellow food-coloring agent and...Ch. 19.12 - Prob. 18PCh. 19.12 - Prob. 19PCh. 19.13 - Prob. 20PCh. 19.13 - Treatment of 2-cyclohexenone with HCN/KCN yields a...Ch. 19.13 - How might conjugate addition reactions of lithium...Ch. 19.14 - How might you use IR spectroscopy to determine...Ch. 19.14 - Prob. 24PCh. 19.14 - Prob. 25PCh. 19.14 - Prob. 26PCh. 19.SE - Each of the following substances can be prepared...Ch. 19.SE - Prob. 28VCCh. 19.SE - Prob. 29VCCh. 19.SE - Prob. 30MPCh. 19.SE - Prob. 31MPCh. 19.SE - Prob. 32MPCh. 19.SE - Prob. 33MPCh. 19.SE - Prob. 34MPCh. 19.SE - Prob. 35MPCh. 19.SE - It is not uncommon for organic chemists to prepare...Ch. 19.SE - Prob. 37MPCh. 19.SE - Prob. 38MPCh. 19.SE - Prob. 39MPCh. 19.SE - Prob. 40MPCh. 19.SE - Aldehydes and ketones react with thiols to yield...Ch. 19.SE - Prob. 42MPCh. 19.SE - When cyclohexanone is heated in the presence of a...Ch. 19.SE - Prob. 44MPCh. 19.SE - The Meerwein-Ponndorf-Verley reaction involves...Ch. 19.SE - Propose a mechanism to account for the formation...Ch. 19.SE - Prob. 47MPCh. 19.SE - Prob. 48MPCh. 19.SE - Treatment of an , -unsaturated ketone with basic...Ch. 19.SE - Prob. 50MPCh. 19.SE - Prob. 51MPCh. 19.SE - Prob. 52MPCh. 19.SE - Prob. 53MPCh. 19.SE - Prob. 54APCh. 19.SE - Draw and name the seven aldehydes and ketones with...Ch. 19.SE - Give IUPAC names for the following compounds:Ch. 19.SE - Draw structures of compounds that fit the...Ch. 19.SE - Predict the products of the reaction of (1)...Ch. 19.SE - Show how you might use a Wittig reaction to...Ch. 19.SE - How would you use a Grignard reaction on an...Ch. 19.SE - Prob. 61APCh. 19.SE - Prob. 62APCh. 19.SE - How would you synthesize the following substances...Ch. 19.SE - Carvone is the major constituent of spearmint oil....Ch. 19.SE - How would you synthesize the following compounds...Ch. 19.SE - At what position would you expect to observe IR...Ch. 19.SE - Acidcatalyzed dehydration of...Ch. 19.SE - Choose the structure that best fits the IR...Ch. 19.SE - Propose structures for molecules that meet the...Ch. 19.SE - Prob. 70APCh. 19.SE - Prob. 71APCh. 19.SE - When 4hydroxybutanal is treated with methanol in...Ch. 19.SE - Prob. 73APCh. 19.SE - Prob. 74APCh. 19.SE - Prob. 75APCh. 19.SE - Prob. 76APCh. 19.SE - Prob. 77APCh. 19.SE - Tamoxifen is a drug used in the treatment of...Ch. 19.SE - Compound A, MW 86, shows an IR absorption at 1730...Ch. 19.SE - Compound B is isomeric with A (Problem 19-79) and...Ch. 19.SE - The 1HNMR spectrum shown is that of a compound...Ch. 19.SE - Prob. 82APCh. 19.SE - Propose structures for ketones or aldehydes that...Ch. 19.SE - Prob. 84APCh. 19.SE - Prob. 85APCh. 19.SE - The proton and carbon NMR spectra for each of...Ch. 19.SE - The proton NMR spectrum for a compound with...
Knowledge Booster
Similar questions
- Please sirrr soollveee these parts pleaseeee and thank youuuuuarrow_forward4. Read paragraph 4.15 from your textbook, use your calculated lattice energy values for CuO, CuCO3 and Cu(OH)2 an explain thermal decomposition reaction of malachite: Cu2CO3(OH)2 →2CuO + H2O + CO2 (3 points)arrow_forwardPlease sirrr soollveee these parts pleaseeee and thank youuuuuarrow_forward
- III O Organic Chemistry Using wedges and dashes in skeletal structures Draw a skeletal ("line") structure for each of the molecules below. Be sure your structures show the important difference between the molecules. key O O O O O CHON Cl jiii iiiiiiii You can drag the slider to rotate the molecules. Explanation Check Click and drag to start drawing a structure. Q Search X G ©2025 McGraw Hill LLC. All Rights Reserved. Terms of Use F 3 W C 3/5arrow_forward3. Use Kapustinskii's equation and data from Table 4.10 in your textbook to calculate lattice energies of Cu(OH)2 and CuCO3 (4 points)arrow_forward2. Copper (II) oxide crystalizes in monoclinic unit cell (included below; blue spheres 2+ represent Cu²+, red - O²-). Use Kapustinski's equation (4.5) to calculate lattice energy for CuO. You will need some data from Resource section of your textbook (p.901). (4 points) CuOarrow_forward
- What is the IUPAC name of the following compound? OH (2S, 4R)-4-chloropentan-2-ol O (2R, 4R)-4-chloropentan-2-ol O (2R, 4S)-4-chloropentan-2-ol O(2S, 4S)-4-chloropentan-2-olarrow_forwardIn the answer box, type the number of maximum stereoisomers possible for the following compound. A H H COH OH = H C Br H.C OH CHarrow_forwardSelect the major product of the following reaction. Br Br₂, light D Br Br Br Brarrow_forward
- Select all molecules which are chiral. Brarrow_forwardUse the reaction coordinate diagram to answer the below questions. Type your answers into the answer box for each question. (Watch your spelling) Energy A B C D Reaction coordinate E A) Is the reaction step going from D to F endothermic or exothermic? A F G B) Does point D represent a reactant, product, intermediate or transition state? A/ C) Which step (step 1 or step 2) is the rate determining step? Aarrow_forward1. Using radii from Resource section 1 (p.901) and Born-Lande equation, calculate the lattice energy for PbS, which crystallizes in the NaCl structure. Then, use the Born-Haber cycle to obtain the value of lattice energy for PbS. You will need the following data following data: AH Pb(g) = 196 kJ/mol; AHƒ PbS = −98 kJ/mol; electron affinities for S(g)→S¯(g) is -201 kJ/mol; S¯(g) (g) is 640kJ/mol. Ionization energies for Pb are listed in Resource section 2, p.903. Remember that enthalpies of formation are calculated beginning with the elements in their standard states (S8 for sulfur). The formation of S2, AHF: S2 (g) = 535 kJ/mol. Compare the two values, and explain the difference. (8 points)arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning

Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning

Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
