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An alkene of molecular formula C(9) H(18...

An alkene of molecular formula `C_(9) H_(18)` on ozonolysis gives `2.2` dimethyl propanal and `2`- butanone, then the alkene is

A

2,2,4-trimethylhex-3-ene

B

2,2,6-trimethylhex-3-ene

C

2,3,4-trimethylhex-2-ene

D

2,2,4-trimethylhex-2-ene

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The correct Answer is:
To solve the problem, we need to identify the alkene with the molecular formula \( C_9H_{18} \) that produces 2,2-dimethylpropanal and 2-butanone upon ozonolysis. Here’s a step-by-step solution: ### Step 1: Understand the Products of Ozonolysis Ozonolysis of alkenes results in the cleavage of the double bond and the formation of carbonyl compounds (aldehydes or ketones). In this case, we have: - 2,2-dimethylpropanal (an aldehyde) - 2-butanone (a ketone) ### Step 2: Analyze the Structure of the Products - **2,2-dimethylpropanal** has the structure: \[ \text{(CH}_3)_2C(CHO)(CH_3) \] This indicates that the carbon chain has two methyl groups attached to the second carbon and an aldehyde group. - **2-butanone** has the structure: \[ CH_3C(=O)CH_2CH_3 \] This indicates a ketone with a four-carbon chain. ### Step 3: Determine the Alkene Structure To find the alkene that produces these two products, we need to consider how the double bond in the alkene can lead to the formation of both products upon ozonolysis. Let’s assume the alkene is structured as follows: \[ \text{CH}_3C(CH_3)(CH_3)C=CH(CH_2CH_3) \] This structure can be represented as 2,2,4-trimethylhex-3-ene. ### Step 4: Verify the Ozonolysis Products Now, we will perform ozonolysis on this assumed alkene: 1. The double bond between the third and fourth carbon will break. 2. This will yield: - One fragment leading to 2,2-dimethylpropanal. - Another fragment leading to 2-butanone. ### Step 5: Confirm the Molecular Formula Now we check the molecular formula of the alkene: - Count the number of carbons: 9 (C9) - Count the number of hydrogens: 18 (H18) This matches the given molecular formula. ### Conclusion Thus, the alkene that fits the criteria is **2,2,4-trimethylhex-3-ene**. ### Final Answer The alkene is **2,2,4-trimethylhex-3-ene** (Option A). ---
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AAKASH INSTITUTE ENGLISH-ALDEHYDES, KETONES AND CARBOXYLIC ACIDS -Assignment (Section A Competition Level Questions)
  1. CH(3)-CH(2)-C -=CH overset( R)underset(H(3)O^(oplus))to Butanone, R is

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  2. Which of the following pathways produces 2-hexanone? (i) 1-Hexyne is...

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  3. An alkene of molecular formula C(9) H(18) on ozonolysis gives 2.2 dime...

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  4. (CH(3))(2)COoverset(NaCN)underset(HCI)rarr(A)underset(Delta)overset(H(...

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  5. A liquid was mixed with ethanol and a drop of concentrated H(2) SO(4) ...

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  6. The major product obtained on interaction of phenol with sodium hydrox...

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  7. Which of the following does not give benzoic acid on hydrolysis?

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  8. The compound x is

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  9. Acetic acid is obtained when

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  10. When m-chlorobenzaldehyde is treated with 50% KOH solution, the produc...

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  11. Aldol condensation will not be observed in

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  12. Whch of the following gives aldol condensation reaction?

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  13. Which of the following organic compound exhibits positive Fehling test...

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  14. Predict the product

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  15. Which of the following will not undergo aldol condensation-

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  16. Benzyl alcohol and sodium benzoate is obtained by the action of sodium...

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  17. Dimethyl ketones are usually characterised through

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  18. In the Cannizzaro reaction given below: 2Ph-CHO overset(overset(Θ)OH...

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  19. Trichloroacetaldehyde, C Cl(3)CHO reacts with chlorobenzene in presenc...

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  20. The order of reactivity of CH(3)CHO, CH(3)COC(2)H(5) and CH(3)COCH(3) ...

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