Indicate the chiral carbon atoms found in the monosaccharides D-ribose and D-mannose.

Short Answer

Expert verified
The chiral carbon atoms in the monosaccharides D-ribose and D-mannose are C2, C3, and C4 for both molecules.

Step by step solution

01

Analyze the structure of D-ribose and D-mannose

D-ribose and D-mannose are both pentose monosaccharides, meaning they have five carbon atoms in their structure. The Fischer projection representations for D-ribose and D-mannose are depicted below, with carbon atoms numbered 1 to 5 from top to bottom. D-ribose: HOCH2-(1) | C----OH (2) | OH--C (3) | C----OH (4) | CH2OH (5) D-mannose: HOCH2-(1) | C----OH (2) | OH--C (3) | C----OH (4) | C (5) | CH2OH
02

Identify chiral carbon atoms in D-ribose

Review the structure of D-ribose to determine which carbon atoms meet the criterion for being chiral (four different groups attached). Carbon atom 2: Four different groups are attached (OH, H, HO-C, and HOCH2). Carbon 2 is chiral. Carbon atom 3: Four different groups are attached (OH, H, HO-C, and C-OH). Carbon 3 is chiral. Carbon atom 4: Four different groups are attached (OH, H, C-OH, and CH2OH). Carbon 4 is chiral. Carbon atom 5: Only three different groups are attached (HO-C, H, and H). Carbon 5 is not chiral. Chiral carbon atoms in D-ribose are C2, C3, and C4.
03

Identify chiral carbon atoms in D-mannose

Review the structure of D-mannose to determine which carbon atoms meet the criterion for being chiral (four different groups attached). Carbon atom 2: Four different groups are attached (OH, H, HO-C, and HOCH2). Carbon 2 is chiral. Carbon atom 3: Four different groups are attached (OH, H, HO-C, and C-OH). Carbon 3 is chiral. Carbon atom 4: Four different groups are attached (OH, H, C-OH, and CH2OH). Carbon 4 is chiral. Carbon atom 5: Only three different groups are attached (HO-C, H, and H). Carbon 5 is not chiral. Chiral carbon atoms in D-mannose are C2, C3, and C4. After completing these steps, we can conclude that the chiral carbon atoms found in the monosaccharides D-ribose and D-mannose are C2, C3, and C4.

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

Polycarbonates are a class of thermoplastic polymers that are used in the plastic lenses of eyeglasses and in the shells of bicycle helmets. A polycarbonate is made from the reaction of bisphenol A (BPA) with phosgene \(\left(\mathrm{COCl}_{2}\right)\) : polycarbonate \(+2 n \mathrm{HCl}\) Phenol \(\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{OH}\right)\) is used to terminate the polymer (stop its growth). a. Draw the structure of the polycarbonate chain formed from the above reaction. b. Is this reaction a condensation or an addition polymerization?

Cumene is the starting material for the industrial production of acetone and phenol. The structure of cumene is Give the systematic name for cumene.

There are three isomers of dichlorobenzene, one of which has now replaced naphthalene as the main constituent of mothballs. a. Identify the ortho, the meta, and the para isomers of dichlorobenzene. b. Predict the number of isomers for trichlorobenzene. c. It turns out that the presence of one chlorine atom on a benzene ring will cause the next substituent to add ortho or para to the first chlorine atom on the benzene ring. What does this tell you about the synthesis of \(m\) -dichlorobenzene? d. Which of the isomers of trichlorobenzene will be the hardest to prepare?

ABS plastic is a tough, hard plastic used in applications requiring shock resistance. The polymer consists of three monomer units: acrylonitrile \(\left(\mathrm{C}_{3} \mathrm{H}_{3} \mathrm{~N}\right)\), butadiene \(\left(\mathrm{C}_{4} \mathrm{H}_{6}\right)\), and styrene \(\left(\mathrm{C}_{8} \mathrm{H}_{8}\right)\). a. Draw two repeating units of \(\mathrm{ABS}\) plastic assuming that the three monomer units react in a \(1: 1: 1\) mole ratio and react in the same order as the monomers listed above. b. A sample of ABS plastic contains \(8.80 \% \mathrm{~N}\) by mass. It took \(0.605 \mathrm{~g} \mathrm{Br}_{2}\) to react completely with a \(1.20-\mathrm{g}\) sample of \(\mathrm{ABS}\) plastic. What is the percent by mass of acrylonitrile, butadiene, and styrene in this polymer sample? c. ABS plastic does not react in a \(1: 1: 1\) mole ratio among the three monomer units. Using the results from part b, determine the relative numbers of the monomer units in this sample of ABS plastic.

Name all the alcohols that have the formula \(\mathrm{C}_{5} \mathrm{H}_{12} \mathrm{O}\). How many ethers have the formula \(\mathrm{C}_{5} \mathrm{H}_{12} \mathrm{O}\) ?

See all solutions

Recommended explanations on Chemistry Textbooks

View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.

Sign-up for free