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}
...
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 :