Question: D-(+)-Mannose can be reduced with sodium borohydride to form D-mannitol. When D-mannitol is dissolved in acetone containing a trace amount of acid and the product

D-(+)-Mannose can be reduced with sodium borohydride to form D-mannitol. When D-mannitol is dissolved in acetone containing a trace amount of acid and the product of this reaction subsequently oxidized with NaIO4, a compound whose 13C NMR spectrum consists of six signals is produced. One of these signals is near δ 200. What is the structure of this compound?

Step by Step Solution

★★★★★

3.56 Rating (153 Votes )

There are 3 Steps involved in it

1 Expert Approved Answer

Step: 1 Unlock

The final product is the acetoni... View full answer

Question Has Been Solved by an Expert!

Get step-by-step solutions from verified subject matter experts

Step: 2 Unlock

Step: 3 Unlock

Document Format (1 attachment)

877-C-O-S (1004).docx

120 KBs Word File

Students Have Also Explored These Related Organic Chemistry Questions!

The structure of the bicyclic monoterpene borneol is shown in Figure 26.7. Isoborneol, a stereoisomer of borneol, can be prepared in the laboratory by a two-step sequence. In the first step, borneol...

The structure of the bicyclic monoterpene borneol is shown. Isoborneol, a stereoisomer of borneol, can be prepared in the laboratory by a two-step sequence. In the first step, borneol is oxidized to...

When subjected to a Ruff degradation, a d-aldopentose, A, is converted to an aldotetrose, B. When reduced with sodium borohydride, the aldotetrose B forms an optically active alditol. The 13C NMR...

1. Which of the following is a characteristic of soluble fiber? A. Dissolves in stomach fluids B. Is not a source of calories C. Speeds up the movement of waste D. Provides bulk for stool formation...

Which monosaccharide is used in the formation of nucleosides in RNA? A) ribose B) deoxyribose C) fructose D) mannose E) glucose

Which monosaccharide is found in a variety of fruits and sugar canes? A) ribose B) galactose C) fructose D) mannose E) glucose

sorbitol is a sugar alcohol produced by reduction of a. ribose b. galactose c. glucose d. mannose

1.Find the net cost equivalent for the following discount. 5/5/40/10 A. 0.51265 B. 0.48735 C. 0.70000 D. 0.30000 2. Find the net cost. Round to the nearest cent. $1216 less 10/40/20 A. $1146.00 B....

1. Adjunct professors. A sociologist selected a random sample of 45 adjunct professors who teach in the evening division of a large metropolitan university for a study of special problems associated...

1. If the net present value of a project that costs $20,000 is $5,000 when the discount rate is 10%, then the: A. project's IRR equals 10%. B. project's rate of return is greater than 10%. C. net...

Mrs. Harshita purchased a land at a cost of Rs 35 lakhs in the financial year 2003-04 and held the same as her capital asset till 20th March, 2021. She started her real estate business on 21st March,...

Sit straight makes bookends. Metal is stamped and bent to form the bookend, and felt is glued to the bottom to keep the bookends from sliding on surfaces. Each set of bookends requires ï¬ve...

A life without stress seems like a pleasant and desirable goal. Do you agree with Selye that stress is necessary in order to motivate you and keep you alive? Why or why not? What do you think would...

The main Outputs of the Create Project Vision Process include the following: A) The identified Product Owner. B) The Project Vision Statement, the Project Charter, and the Project Budget. C) Both...

Although aldehydes and ketones are weak acids, their a-hydrogens are rnore than 30 pKa units more acidic than the hydrogen's of alkanes. Using polar effects and resonance effects in your argument,...

Which of the following two alkyl halides would react most rapidly in a solvolysis reaction by the SN1 mechanism? Explain your reasoning. Ch 1,0-CH-CH-CH,-Cl A (trans isomer) CH.O-C-CH,-CI CH2

Most alkyl bromides ile water-insoluble liquids. Yet, when 7-bromo- 1,3,5-cycloheptatriene was first isolated, its high melting point of 203oC and its water solubility led its discoverers to comment...

Corporate Finance Narrowing Yield Gap Signals Worries Over Fed, Growth Summary: The gap between yields on shorter- and longer-term Treasurys narrowed at months end, reflecting the tension between...

Help pls Question 12 The percent of fat calories that a person in America consumes each day is normally distributed with a mean of about 34 and a standard deviation of 11. Suppose that one individual...

You are planning to buy a cellphone with a good quality in order to attend the online class. The average price of 50 cellphones is Php13,500 with a margin of error of Php 273.65 and a confidence...