Home
Class 12
CHEMISTRY
Deuterium is the isotope of hydrogen of ...

Deuterium is the isotope of hydrogen of mass number `2`, with a proton and a neutron in its nucleus. The chemistry of deuterium is nearly identical to the chemistry of hydrogen, except that `C-D` bond is slightly `(5.0 "KJ" //"mole")` stonger than the `C-H` bond. Reaction rates tend to be slower if a `C-D` bond as opposed to a `C-H` bond is broken in a rate limiting step. This effect on the rate is called a kinetic isotope effect.
`CH_(3)-overset(O) overset(||)(C)-CH_(3)overset(D_(2)O,D^(+))toX`

A

`CD_(3)-overset(O) overset(||)(C)-CD_(3)`

B

`H_(2)C=overset(OD) overset(|)(C)-CH_(3)`

C

`H_(2)O=overset(OH)overset(|)(C)-CH_(3)`

D

`CH_(3)-overset(O)overset(||)(C)-CD_(3)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to analyze the reaction of a ketone with deuterium oxide (D2O) in the presence of a deuterium ion (D+). The ketone in question is CH3C(=O)CH2 (which can be simplified as CH3C=O with an additional hydrogen on the alpha carbon). ### Step-by-Step Solution: 1. **Identify the Reactants**: The reactant is a ketone, specifically CH3C(=O)CH2, which we can denote as acetone for simplicity. 2. **Introduce Deuterium**: The reaction involves deuterium oxide (D2O) and a deuterium ion (D+). Deuterium is an isotope of hydrogen, and in this case, we are replacing hydrogen atoms with deuterium atoms. 3. **Mechanism of Reaction**: When the ketone is treated with D2O, the deuterium ion (D+) will replace one of the hydrogen atoms on the alpha carbon (the carbon adjacent to the carbonyl group). The base (OD-) will abstract a hydrogen atom from the alpha carbon, creating a carbanion intermediate. 4. **Formation of the Intermediate**: The carbanion formed will be CH3C(=O)C(-)H2 (where (-) indicates a negative charge). This intermediate will then react with D+ to form the product. 5. **Substitution of Deuterium**: The carbanion will react with D+, leading to the substitution of one hydrogen atom with deuterium. This results in the product CH3C(=O)CD2. 6. **Repeat the Process**: If we repeat this process, we can replace the remaining hydrogen atoms on the alpha carbon with deuterium. After two more cycles, we will end up with CH3C(=O)CD3. 7. **Final Product**: The final product after the complete reaction will be CH3C(=O)CD3, which is the deuterated version of acetone. 8. **Select the Correct Option**: Based on the options provided, the correct answer is the one that represents CH3C(=O)CD3. ### Conclusion: The final product of the reaction is CH3C(=O)CD3, which corresponds to option D.

To solve the problem, we need to analyze the reaction of a ketone with deuterium oxide (D2O) in the presence of a deuterium ion (D+). The ketone in question is CH3C(=O)CH2 (which can be simplified as CH3C=O with an additional hydrogen on the alpha carbon). ### Step-by-Step Solution: 1. **Identify the Reactants**: The reactant is a ketone, specifically CH3C(=O)CH2, which we can denote as acetone for simplicity. 2. **Introduce Deuterium**: ...
Promotional Banner

Similar Questions

Explore conceptually related problems

Deuterium is an isotope of hydrogen.

The C-C-H bond angle in ethylene is:

C-Cl bond is stronger than C-I bond , because

The C-H bond distance is the longest in:

The isotopes of hydrogen are: A. Tritium and protium only B. Deuterium and tritium only C. Protium and deuterum only D. Protium, deuterium and tritium

The bond length of C-C bond is greater than that of C=C bond.

The number of C-H bonds in ethane molecule are :

During pyrolysis of alkanesC-C bonds break rather than C-H bonds Why?

Hyperconjugation effect comes into existence when a C-H bond is present at Beta-position to a double bond.