RZ3urpfg6DNVg

Sugars – glucose and fructose

Source: licencja: CC 0, [online], dostępny w internecie: www.pixabay.com.

Link to the lesson

Before you start you should know
  • that sugars are an essential part of everyday human diet.

You will learn
  • what atoms of the elements are present in the sugar molecules;

  • subdivide sugars into simple and complex ones;

  • what is the total formula of glucose and fructose;

  • what are the properties and use of glucose.

R1FRP9VEgSUW9
Nagranie dźwiękowe abstraktu 

Structure and division of sugars

Fats and proteins are important elements of our daily diet. These biologically important substances also include sugarssugars (saccharides)sugars called saccharides. These compounds are composed of carbon, hydrogen and oxygen atoms.

Due to the structure of sugars, we divide them into simple and complex ones.

R1RPJ70xr2p4E1
Due to the structure of sugars, we divide into simple and complex ones.
Source: Dariusz Adryan, GroMar Sp. z o.o., licencja: CC BY 3.0, [online], dostępny w internecie: Wikimedia Commons.

Glucose

One of nature's most common simple sugars is glucoseglucoseglucose – one of the products of the photosynthesis process.

R1Ecv3oYNO3KD
Grafika przedstawiająca proces fotosyntezy u rośliny liściastej. Korzenie pobierają wodę z gleby (na liściu po lewej stronie rośliny dwie niebieskie strzałki skierowane z lewej i prawej strony w kierunku korzenia) - water penetrates from soil into roots. Liście pobierają z atmosfery tlenek węgla cztery (czerwona strzałka pod liściem skierowana w stronę liścia) - carbon dioxide is absorbed from the atmosphere by leaves. Słońce pada na liście (żółta strzałka odchodząca od słońca) - solar energy reaches the leaves. Chlorofil absorbuje światło - chlorophyll absorbs light. Produktem fotosyntezy jest tlen (na powierzchni liścia po prawej stronie rośliny trzy niebieskie pionowe strzałki skierowane od liścia do atmosfery. Drugim produktem fotosyntezy jest glukoza - glucose - a product of photosynthesis.
One of the most common simple sugars is glucose - one of the products of the photosynthesis process.
Source: GroMar Sp. z o.o., tylko do użytku edukacyjnego na epodreczniki.pl.

What is the structure of the glucose molecule?

The molecular formula for glucose is C6H12O6. This formula also describes other compounds. This is why, in organic chemistry, structural, semi‑structural or skeletal formulas are most often used.

R1ZxIhTb8mJHF1
a) Structural formula of glucose; b) Glucose molecule model; c) Simplified shape of the glucose molecule
Source: Dariusz Adryan, GroMar Sp. z o.o., licencja: CC BY 3.0, [online], dostępny w internecie: Wikimedia Commons.
Testing the properties of glucose
Experiment 1
Research problem

What are the properties of glucose?

Hypothesis

Glucose is a solid that is well soluble in water.

You will need
  • glucose,

  • ethanol,

  • water,

  • multi‑purpose indicator paper,

  • watch glass,

  • glass rod,

  • test tubes.

Instruction
  1. Determine the properties of glucose: state of aggregation, colour and odour.

  2. Fill one test tube with water, and another one with ethanol. Test the solubility of glucose in these solvents.

  3. Investigate the reaction of the glucose solution.

Summary

The following results were obtained in the experiment:

state of aggregation

colour

odour

water solubility

ethanol solubility

change of colour of the all‑purpose indicator paper

solid

white

odourless

dissolves well

does not dissolve

no change

Task 1

Before conducting experiment formulate research question and hypothesis.

R1a1qOodPA1G8
Wykonaj ćwiczenie zgodnie z poleceniem.
Rp8aYdCWuXU0G
Film pokazuje eksperyment. Problem badawczy: Jakie właściwości ma glukoza? Testing properties of glucose. Hipoteza: Glukoza jest substancją stałą, dobrze rozpuszczalną w wodzie. Będziesz potrzebować: glukozę, glucose, zlewki z wodą, beakers with water, probówki, test tubes, stojak na probówki, test tube stand, pipetę, pipette, szczypce do probówek, test tube clamp, probówkę z niebieskim roztworem cooper (dwa) sulfate, Ce u es o cztery solution, probówkę z bezbarwnym roztworem sodium hydroxide, en a o ha solution, palnik laboratoryjny, torch. Za pomocą pipety do probówki wprowadzamy niewielką ilość niebieskiego roztworu siarczanu sześć miedzi dwa, następnie wodorotlenku sodu. Chwytamy probówkę z powstałą mieszaniną roztworów szczypcami i umieszczamy w zlewce wypełnionej wodą. Zlewkę umieszczamy nad palnikiem. W wyniku ogrzania zawartość probówki zmienia kolor z niebieskiego na czarny. Probówkę odstawiamy na stojak. Do zlewki z wodą dodajemy szczyptę glukozy i mieszamy roztwór glucose solution. Za pomocą pipety do probówki wprowadzamy niewielką ilość niebieskiego roztworu siarczanu sześć miedzi dwa, następnie wodorotlenku sodu oraz roztworu glukozy. Chwytamy probówkę z powstałą mieszaniną szczypcami i umieszczamy w zlewce wypełnionej wodą. Zlewkę umieszczamy nad palnikiem. W wyniku ogrzania zawartość probówki zmienia kolor z niebieskiego na pomarańczowy. Probówkę odstawiamy na stojak. Probówka z pomarańczowym roztworem oznaczona jest jako test właściwy, proper test. Probówka z roztworem czarnym oznaczona jest jako próbka kontrolna, control sample.
Indicative reaction for glucose
Experiment 2
Research problem

Does glucose react with freshly precipitated copper(II) hydroxide?

Hypothesis

The reaction of glucose with copper(II) hydroxide produces a characteristic colour.

You will need
  • aqueous solution of glucose,

  • copper(II) sulphate,

  • sodium hydroxide solution,

  • beaker,

  • water,

  • burner,

  • tripod,

  • test tube.

Instruction
  1. Add a few cubic centimeters of the sodium hydroxide solution to the solution of copper(II) sulphate.

  2. The resulting blue gelatinous sediment is copper(II) hydroxide.

  3. Heat the mixture in a beaker with hot water.

  4. Observe the changes that occur.

Summary

What reactions occurred during the experiment?
The reaction of copper(II) sulphate with the sodium hydroxide solution produces copper(II) hydroxide.

CuSO+ 2NaOH → Cu(OH)2 NaSO4

As a result of heating, copper(II) hydroxide is decomposed into copper(II) oxide and water.

Cu(OH)temp  CuO + H2O

copper(II) hydroxide temp copper(II) oxide + water

Glucose reacts with copper(II) oxide.

C6H12O6 + 2CuOtemp  Cu2O + C6H12O7

glucose + copper(II) oxidetemp  copper(I) oxide + gluconic acid

This reaction is called Trommer's testTrommer's testTrommer's test. Glucose has reducing properties.

Fructose

The second most commonly known simple sugar is fructosefructosefructose. Its molecular formula is the same as the formula of glucose C6H12O6, but differs from it in terms of structure.

R1ANWxaaVVSnJ
a) Structural formula of fructose; b) Model of the fructose molecule; c) Simplified shape of the fructose molecule
Source: Dariusz Adryan, GroMar Sp. z o.o., licencja: CC BY 3.0, [online], dostępny w internecie: Wikimedia Commons.

Fructose is found, among others, in fruit and honey. It is the sweetest and the most soluble sugar in water. It is used as a sweetener for people with diabetes.

R1ZO8HvvelnXt
Fructose occurs, for example, in honey
Source: domena publiczna.
Testing the properties of fructose
Experiment 3
Research problem

What are the properties of fructose?

Hypothesis

Fructose is a solid that is well soluble in water.

You will need
  • fructose,

  • ethanol,

  • water,

  • multi‑purpose indicator paper,

  • watch glass,

  • glass rod,

  • test tubes.

Instruction
  1. Determine the properties of fructose: state of aggregation, colour and odour.

  2. Fill one test tube with water, and another one with ethanol. Test the solubility of fructose in these solvents.

  3. Investigate the reaction of the fructose solution.

Summary

The following results were obtained in the experiment:

state of aggregation

colour

odour

water solubility

ethanol solubility

change of colour of the all‑purpose indicator paper

solid

white

odourless

dissolves well

dissolves

no change

Task 2

Before conducting experiment formulate research question and hypothesis.

R1ElYzZwI4ioJ
Wykonaj ćwiczenie zgodnie z poleceniem.
Indicative reaction for fructose
Experiment 4
Research problem

Does fructose give a positive result to the Tollens test?

Hypothesis

During the positive test of Tollens, metallic silver is formed, depositing in the form of a mirror coating on the test tube.

You will need
  • aqueous solution of fructose,

  • silver nitrate AgNO3,

  • potassium hydroxide solution,

  • 5% ammonia solution NH3·H2O,

  • beaker with hot water,

  • pipette,

  • test tube rack,

  • test tubes.

Instruction
  1. Add a few cubic centimeters of the sodium silver nitrate to the test tube and then add solution of potassium hydroxide.

  2. Add a few drops of ammonia water to the resulting sediment until the sediment is dissolved.

  3. Add a few drops of the fructose solution.

  4. Place the tube in a beaker with hot water.

  5. Observe the changes that occur.

Summary

The Tollens test or the silver mirror test is a chemical reaction used to detect aldehydes. Ketones give a negative test result, with the exception of ketoses, such as fructose. During the positive Tollens test, a metallic silver is formed, depositing in the form of a mirror coating on the surface of the tube.

For the Tollens test, a Tollens reagent is used, i.e. a solution containing diamminesilver(I) ions AgNH32+. The Tollens reagent is obtained by adding ammonia water to the silver nitrate solution. In the first stage, a brown silver oxide precipitate:

2AgNO3+2NH3+H2OAg2O+2NH4NO3

The precipitate is reconstituted with an excess of ammonia:

Ag2O+4NH3+H2O2AgNH32++2OH-

R-CHO+2AgNH32++3OH-R-COOH+2Ag+4NH3+2H2O

Both glucose and fructose belong to the reducing sugars that give a positive test of Tollens and Trommer:

  • in the case of glucose, the aldehyde group is oxidized to the carboxyl group and gluconic acid is formed,

  • in the case of fructose, which contains a ketone group, a positive result indicates that the fructose undergoes transformation (isomerization) in the alkaline environment to form epimers: D‑glucose and D‑mannose, these molecules contain reducing aldehyde groups, hence the positive tests .

How can you distinguish glucose from fructose?

Look at the structural formula of both monosaccharides and perform the experiment:

  • aqueous solution of glucose,

  • aqueous solution of fructose,

  • sodium hydrogen carbonate NaHCO3,

  • bromine water,

  • pipette,

  • test tube rack,

  • test tubes.

  1. Add to the test tube with a solution of glucose, a solution of sodium bicarbonate and then a few drops of bromine water.

  2. Add to the test tube with a solution of fructose, a solution of sodium bicarbonate and then a few drops of bromine water.

  3. Observe the changes that occur.

Glucose and fructose have identical molecular formulas, but a different arrangement of atoms in the molecule. In a fructose molecule, oxygen is combined with a double bond with carbon occurring within the chain and not with the final carbon, as is the case in glucose.

The different arrangement of atoms in the glucose and fructose molecule causes both sugars to have different chemical properties. Fructose is, for example, much sweeter. To distinguish glucose from fructose, bromine water should be added in the presence of sodium hydrogen carbonate. Bromine water will decolorize in the glucose solution.

R1RBp3jvFlHjh
R1Lzb7xOfeWNG
Exercise 1
The product / products of the photosynthesis process is / are: Możliwe odpowiedzi: 1. carbon dioxide and water., 2. glucose and oxygen., 3. only glucose., 4. only oxygen.
Rhj7p1XoTl0wS
Exercise 2
Select the reagent you will use to detect the presence of glucose and indicate the expected effects of the experiment. Możliwe odpowiedzi: 1. copper dwa hydroxide; a brick red precipitate forms, 2. nitric acid; a brick red precipitate forms, 3. copper dwa hydroxide; a black precipitate forms, 4. nitric acid; a black precipitate forms

Conclusion

  • Sugars, also called saccharides, are compounds composed of carbon, hydrogen and oxygen atoms.

  • Sugars are divided into simple and complex ones.

  • Simple sugars include, among others, glucose and fructose. These compounds have the same molecular formula – C6H12O, but they differ in terms of structure.

  • Glucose is a white crystalline substance which dissolves well in water. Its aqueous solution has a neutral reaction.

  • Glucose is the product of the photosynthesis process.

  • The reaction of glucose with copper(II) hydroxide, under the influence of temperature, results in the formation of brick‑red sediment. This is a indicative reaction for glucose.

R18Tcfx8PL0qw1
Grafika przedstawiająca tablicę szkolną, na której znajdują się zdania do dokończenia. Finish selected sentences. 1 It was easy for me (uzupełnij). 2 It was difficult for me (uzupełnij). 3 Today I learned (uzupełnij). 4 I understood that (uzupełnij). 5 It surprised me (uzupełnij). 6. Today I found out (uzupełnij). 7. I was interested in (uzupełnij). 8. I still have to repeat (uzupełnij).
Source: GroMar Sp. z o.o., licencja: CC BY-SA 3.0.
Homework
Task 3.1
What is the division of sugars?
What is the division of sugars?

Keywords

glucose, fructose, carbohydrates, sugars, molecular formula, simple sugar, complex sugar

Glossary

sugars (saccharides)
sugars (saccharides)
R1JNHrILcP0NF
Nagranie dźwiękowe słówka 

cukry (sacharydy) – związki chemiczne zbudowane z atomów węgla, wodoru i tlenu; dzielimy je na proste i złożone

glucose
glucose
R1R0Fd6BZcSlj
Nagranie dźwiękowe słówka 

glukoza – cukier prosty o wzorze sumarycznym C6H12O6; produkt fotosyntezy; jest substancją stałą o słodkim smaku; dobrze rozpuszcza się w wodzie

fructose
fructose
R1CyfgRKrAuWw
Nagranie dźwiękowe słówka 

fruktoza – cukier prosty o wzorze sumarycznym C6H12O6; ma podobne właściwości do glukozy, ale jest od niej słodsza

Trommer's test
Trommer's test
R1ZmaQtxB38Bl
Nagranie dźwiękowe słówka 

próba Trommera – reakcja rozpoznawcza dla glukozy; reakcja z wodorotlenkiem miedzi(II), która zachodzi pod wpływem temperatury; w wyniku tej reakcji powstaje ceglastoczerwony osad