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Sucrose in water is dextrorotatory, [alp...

Sucrose in water is dextrorotatory, `[alpha]_(D)=+66.4^(@)` when boiled with dil. HCl, the solution becomes leavorotatory , `[alpha]_(D)=-39.9^(@)`,. In this process the sucrose breaks into

A

L-glucose +D-fructose

B

L-glucose+L-fructose

C

D-glucose+D-fructose

D

D-glucose+L-fructose

Text Solution

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To solve the question regarding the hydrolysis of sucrose when boiled with dilute HCl, we can follow these steps: ### Step-by-Step Solution: 1. **Understanding Sucrose**: - Sucrose is a disaccharide composed of two monosaccharides: glucose and fructose. Its molecular formula is C12H22O11. 2. **Dextrorotatory Nature of Sucrose**: - In its original state, sucrose is dextrorotatory, meaning it rotates plane-polarized light to the right. The specific rotation of sucrose is given as \([α]_D = +66.4^\circ\). 3. **Effect of Dilute HCl**: - When sucrose is boiled with dilute hydrochloric acid (HCl), hydrolysis occurs. This means that sucrose breaks down into its constituent monosaccharides. 4. **Products of Hydrolysis**: - The hydrolysis of sucrose results in the formation of D-glucose and D-fructose. Both of these monosaccharides have the same molecular formula, C6H12O6. 5. **Levorotatory Nature of the Products**: - After hydrolysis, the solution becomes levorotatory, which means it rotates plane-polarized light to the left. The specific rotation of the resulting mixture is \([α]_D = -39.9^\circ\). 6. **Specific Rotations of the Products**: - The specific rotation of D-glucose is \([α]_D = +52.5^\circ\) and that of D-fructose is \([α]_D = -92.8^\circ\). The overall rotation of the mixture being negative indicates that the contribution from D-fructose is greater than that from D-glucose. 7. **Conclusion**: - Therefore, the hydrolysis of sucrose in the presence of dilute HCl leads to the formation of D-glucose and D-fructose, resulting in the observed change in optical rotation. ### Final Answer: The sucrose breaks into **D-glucose and D-fructose**.

To solve the question regarding the hydrolysis of sucrose when boiled with dilute HCl, we can follow these steps: ### Step-by-Step Solution: 1. **Understanding Sucrose**: - Sucrose is a disaccharide composed of two monosaccharides: glucose and fructose. Its molecular formula is C12H22O11. 2. **Dextrorotatory Nature of Sucrose**: ...
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Assertion : A solution of sucrose in water is dextrorotatory. But on hydrolysis in the presence of a little hydrochloric acid, it becomes laevaorotatory. Reason : Sucrose on hydrolysis gives unequal amounts of glucose and fructose. As a result of this, change in sign of rotation is observed.

When an aqueous solution of a colourless mixture of two salts is treated with a drop of chlorine water, the solution becomes brown. Some chloroform is added to the brown solution and the resulting mixture is shaken wel. The chloroform layer becomes violet. (ii) When chlorine water is again added dropwise to the above mixture, the chloroform layer becomes colourless. (iii) On being heated with solid K_(2)Cr_(2)O_(7) and concentrated H_(2)SO_(4) , the solid mixture gives vapours of a dark colour which form a yellow solution with aqueous NaOH. On acidification with acetic acid followed by treatment with lead acetate, the yellow solution gives a yellow precipitate. (iv) When boiled with an NaOH solution, the mixture gives a gas that produces thick white fumes with HCl vapours and turns nessler's reagent brown. the mixture does not respond to any other test for cations. (v) The mixture, on being heated, gets completely sublimed. Q. Which of the following reactions takes place in (ii) ?

Knowledge Check

  • D (+) Glucose has melting point 146^@ C and specific rotation [alpha]_(D)^(25) is + 112^@ C. Another D(+) Glucose has melting point 150^@ C and specific rotational [alpha]_(D)^(25) is + 18.7^@ C. The two form have significantly different optical rotation but when an aqueous solution of either form is allowed to stand, it rotation changes. The specific rotation of one form decreases and rotation of other increases until both solution show the same value +52.7^@ . The change in rotation towards an equilibrium value is called mutarotation. What percentage of beta -D-(+) glucopyranose found at equilibrium in the aqueous solution?

    A
    `50%`
    B
    `~~100%`
    C
    `38%`
    D
    `64%`
  • D (+) Glucose has melting point 146^@ C and specific rotation [alpha]_(D)^(25) is + 112^@ C. Another D(+) Glucose has melting point 150^@ C and specific rotational [alpha]_(D)^(25) is + 18.7^@ C. The two form have significantly different optical rotation but when an aqueous solution of either form is allowed to stand, it rotation changes. The specific rotation of one form decreases and rotation of other increases until both solution show the same value +52.7^@ . The change in rotation towards an equilibrium value is called mutarotation. Mutarotation is characteristic feature of:

    A
    Epimer
    B
    Enantiomer
    C
    Anomer
    D
    Ring chain isomer
  • D (+) Glucose has melting point 146^@ C and specific rotation [alpha]_(D)^(25) is + 112^@ C. Another D(+) Glucose has melting point 150^@ C and specific rotational [alpha]_(D)^(25) is + 18.7^@ C. The two form have significantly different optical rotation but when an aqueous solution of either form is allowed to stand, it rotation changes. The specific rotation of one form decreases and rotation of other increases until both solution show the same value +52.7^@ . The change in rotation towards an equilibrium value is called mutarotation. For mannose the mutarotation can be shown in brief as follow:

    A
    `alpha`-form
    B
    `beta`-form
    C
    open chain
    D
    None of these
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