Home
Class 11
CHEMISTRY
An organic compound C(4)H(6) on ozonolys...

An organic compound `C_(4)H_(6)` on ozonolysis give `HCHO, CO_(2), CH_(3)CHO`. Compound will be:

A

`H_(2)C=CH-CH=CH_(2)`

B

`CH_(3)-CH=C=CH_(2)`

C

`CH_(3)-C-=C-CH_(3)`

D

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to identify the organic compound with the molecular formula \( C_4H_6 \) that, upon ozonolysis, yields the products formaldehyde (HCHO), carbon dioxide (CO2), and acetaldehyde (CH3CHO). ### Step-by-Step Solution: 1. **Determine the Degree of Unsaturation**: - The formula for calculating the degree of unsaturation (DU) is: \[ DU = \frac{(2C + 2 + N - H - X)}{2} \] - For \( C_4H_6 \): - \( C = 4 \) - \( H = 6 \) - \( N = 0 \) (no nitrogen) - \( X = 0 \) (no halogens) - Plugging in the values: \[ DU = \frac{(2 \times 4 + 2 - 6)}{2} = \frac{(8 + 2 - 6)}{2} = \frac{4}{2} = 2 \] - This indicates there are 2 degrees of unsaturation, which could be due to double bonds or rings. **Hint**: Remember that each double bond or ring contributes 1 to the degree of unsaturation. 2. **Analyze the Products of Ozonolysis**: - The products of ozonolysis are HCHO, CO2, and CH3CHO. - This suggests that the original compound must contain a structure that can break down to yield these specific products. 3. **Consider Possible Structures**: - The presence of formaldehyde (HCHO) and acetaldehyde (CH3CHO) indicates that the original compound likely contains a double bond that can be cleaved to form these aldehydes. - The formation of carbon dioxide (CO2) suggests that one of the carbon atoms in the original compound is likely to be part of a carbonyl group that is oxidized to CO2. 4. **Propose a Candidate Compound**: - A plausible structure for \( C_4H_6 \) that fits these criteria is 2-butyne (CH3C≡CCH3) or 1-butyne (CH≡CCH2CH3). - Upon ozonolysis, 1-butyne would yield: - CH3CHO (acetaldehyde) - HCHO (formaldehyde) - CO2 (from the terminal carbon). 5. **Confirm the Reaction**: - When 1-butyne undergoes ozonolysis, the triple bond breaks, leading to the formation of: - One molecule of acetaldehyde (CH3CHO) - One molecule of formaldehyde (HCHO) - One molecule of carbon dioxide (CO2) from the terminal carbon. 6. **Final Answer**: - The compound that fits all the criteria is **1-butyne (C4H6)**. ### Summary: The organic compound \( C_4H_6 \) that gives HCHO, CO2, and CH3CHO upon ozonolysis is **1-butyne**.

To solve the problem, we need to identify the organic compound with the molecular formula \( C_4H_6 \) that, upon ozonolysis, yields the products formaldehyde (HCHO), carbon dioxide (CO2), and acetaldehyde (CH3CHO). ### Step-by-Step Solution: 1. **Determine the Degree of Unsaturation**: - The formula for calculating the degree of unsaturation (DU) is: \[ DU = \frac{(2C + 2 + N - H - X)}{2} ...
Promotional Banner

Topper's Solved these Questions

  • HYDROCARBONS (ALKENES)

    MS CHOUHAN|Exercise Level 1 (Q.1 To Q.30)|1 Videos
  • HYDROCARBONS (ALKENES)

    MS CHOUHAN|Exercise Level 1 (Q.61 To Q.90)|2 Videos
  • HYDROCARBONS (ALKANES)

    MS CHOUHAN|Exercise Level 1 (Q.31 To Q.50)|1 Videos
  • HYDROCARBONS (ALKYNES)

    MS CHOUHAN|Exercise Level 1 (Q.1 To Q.30)|2 Videos

Similar Questions

Explore conceptually related problems

An organic compound C_(4)H_(6) on reductive ozonolysis gives HCHO,CO_(2) and CH_(3)C=CH-CH=CH_(2) Find structure of compound.

The olefin which on ozonolysis gives CH_(3)CH_(2)CHO and CH_(3)CHO is-

An organic compound (E)(C_(5)H_(8)) , on hydrogenation gives a compound (F)(C_(5)H_(12)) . Compound (E) on ozonolysis gives formaldehyde and 2- ketopropanal. Deduce the structure of the compouns (E) .

The olefin which on ozonolysis gives CH_(3)CH_(2)CHO and CH_(3)CHO is

An organic compound (A) (C_(10)H_(20)) on reductive ozonolysis gives 2- methyl butanal. Based on this information, answer the following question. 1. Compound (A) is

An organic compound (A) and (C_(10)H_(20)) on reductie ozonolysis gives 2--methyl butanal. Based on this information, answer the following questions. Compound (A) is :