Warning: foreach() argument must be of type array|object, bool given in /var/www/html/web/app/themes/studypress-core-theme/template-parts/header/mobile-offcanvas.php on line 20

Cellulose is water insoluble, despite its many OH groups. Considering its three-dimensional structure, why do you think this is so?

Short Answer

Expert verified

Cellulose is water-insoluble as the hydroxyl groups (OH) present in it are not available to form hydrogen bonds with water molecules as they are present towards the inner part of the three-dimensional network of cellulose.

Step by step solution

01

Hydrogen bond

The electrostatic force of attraction between a hydrogen atom and an electronegative atom such as nitrogen, oxygen, or fluorine is termed a hydrogen bond.

02

Hydrogen bond and Solubility

Polar molecules are soluble in polar solvents and hydrogen bonds exist in polar molecules.

The more the number of hydrogen bonds in a molecule the more will be its solubility.

03

Solubility of cellulose

Cellulose is a three-dimensional structure consisting of long chains of glucose units in a three-dimensional (3D) arrangement.

The hydroxyl groups (OH) in cellulose are present in the interior of the three-dimensional structure and are unavailable for forming a hydrogen bond with water molecules.

Thus, the cellulose is water-insoluble as the hydroxyl groups do not participate in hydrogen bonding with the solvent molecules.

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

The shrub ma huang (Section 5.4 A) contains two biologically active stereoisomers-ephedrine and pseudoephedrine-with two stereogenic centers as shown in the given structure. Ephedrine is one component of a once popular combination drug used by body builders to increase energy and alertness, while pseudoephedrine is a nasal decongestant.

a. Draw the structure of naturally occurring (โ€“)-ephedrine, which has the 1R,2Sconfiguration.

b. Draw the structure of naturally occurring (+)-pseudoephedrine, which has the 1S,2Sconfiguration.

c. How are ephedrine and pseudoephedrine related?

d. Draw all other stereoisomers of (โ€“)-ephedrine and (+)-pseudoephedrine and give the R,Sdesignation for all stereogenic centers.

e. How is each compound drawn in part (d) related to (โ€“)-ephedrine?

Pure MSG, a common flavor enhancer, exhibits a specific rotation of +24. (a) Calculate the ee of a solution whose [ฮฑ]is +10. (b) If the ee of a solution of MSG is 80%, what is [ฮฑ]for this solution?

MSG

monosodium glutamate

Draw a meso compound for each of the following molecules.

a.

b.

c.

Amygdalin, a compound isolated from the pits of apricots, peaches, and wild cherries, has been used as an unsanctioned anticancer drug both within and outside of the United States. One hydrolysis product formed from amygdalin is mandelic acid, used in treating common skin problems caused by photo-aging and acne.

a. How many stereogenic centres are present in amygdalin? What is the maximum number of stereoisomers possible?

b. Draw both enantiomers of mandelic acid and label each stereogenic centre as R or S.

c. Pure (R)-mandelic acid has a specific rotation of โ€“154. If a sample contains 60% of the R isomer and 40% of its enantiomer, what is [ฮฑ]of this solution?

d. Calculate the ee of a solution of mandelic acid having [ฮฑ] = +50. What is the percentage of each enantiomer present?

Locate the stereogenic centers in each Newman projection and label each center as R or S.

a.

b.

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