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Which of the following will produce isop...

Which of the following will produce isopropyl amine -
(I) `(CH_(3))_(2)CO overset(NH_(2)OH)rarr X overset(LiAlH_(4))rarr`
(II) `CH_(3)-CH_(2)-CHO overset(NH_(3))underset("heat")rarr X overset(LiAlH_(4))rarr`
(III) `(CH_(3))_(2)CH-OH+PCl_(5)rarr X overset(NH_(3))rarr`
(IV) `CH_(3)-CH_(2)-CH_(2)-NH_(2)overset("heat")rarr`

A

I, II

B

II, III

C

I, III

D

IV only

Text Solution

AI Generated Solution

The correct Answer is:
To determine which of the given reactions will produce isopropyl amine, let's analyze each option step by step. ### Step 1: Analyze Reaction (I) The first reaction is: \[ (CH_3)_2CO \overset{NH_2OH}{\rightarrow} X \overset{LiAlH_4}{\rightarrow} \] 1. **Formation of Hydroxylamine**: - Acetone \((CH_3)_2CO\) reacts with hydroxylamine \((NH_2OH)\) to form an oxime. The reaction can be represented as: \[ (CH_3)_2CO + NH_2OH \rightarrow (CH_3)_2C=NOH + H_2O \] - This compound is called acetone oxime. 2. **Reduction with Lithium Aluminum Hydride**: - Lithium aluminum hydride \((LiAlH_4)\) is a strong reducing agent that reduces the oxime to the corresponding amine: \[ (CH_3)_2C=NOH + LiAlH_4 \rightarrow (CH_3)_2CH-NH_2 + H_2O \] - The product is isopropyl amine \((C_3H_9N)\). ### Conclusion for Reaction (I): - **Produces Isopropyl Amine**. --- ### Step 2: Analyze Reaction (II) The second reaction is: \[ CH_3-CH_2-CHO \overset{NH_3}{\text{heat}} \rightarrow X \overset{LiAlH_4}{\rightarrow} \] 1. **Formation of Imine**: - Propanal \((CH_3-CH_2-CHO)\) reacts with ammonia \((NH_3)\) upon heating to form an imine: \[ CH_3-CH_2-CHO + NH_3 \rightarrow CH_3-CH_2-CH=NH + H_2O \] 2. **Reduction with Lithium Aluminum Hydride**: - The imine can then be reduced by lithium aluminum hydride: \[ CH_3-CH_2-CH=NH + LiAlH_4 \rightarrow CH_3-CH_2-CH_2-NH_2 \] - The product is n-propyl amine \((C_3H_9N)\), not isopropyl amine. ### Conclusion for Reaction (II): - **Does not produce Isopropyl Amine**. --- ### Step 3: Analyze Reaction (III) The third reaction is: \[ (CH_3)_2CHOH + PCl_5 \rightarrow X \overset{NH_3}{\rightarrow} \] 1. **Formation of Alkyl Chloride**: - The alcohol \((CH_3)_2CHOH\) reacts with phosphorus pentachloride \((PCl_5)\) to form an alkyl chloride: \[ (CH_3)_2CHOH + PCl_5 \rightarrow (CH_3)_2CCl + POCl_3 + HCl \] 2. **Nucleophilic Attack by Ammonia**: - The alkyl chloride then reacts with ammonia: \[ (CH_3)_2CCl + NH_3 \rightarrow (CH_3)_2C-NH_2 + HCl \] - The product is isopropyl amine \((C_3H_9N)\). ### Conclusion for Reaction (III): - **Produces Isopropyl Amine**. --- ### Step 4: Analyze Reaction (IV) The fourth reaction is: \[ CH_3-CH_2-CH_2-NH_2 \overset{\text{heat}}{\rightarrow} \] 1. **Heating Primary Amine**: - Heating a primary amine like propyl amine does not lead to the formation of isopropyl amine. Instead, it may lead to the elimination of ammonia or other products but not isopropyl amine. ### Conclusion for Reaction (IV): - **Does not produce Isopropyl Amine**. --- ### Final Conclusion: The reactions that produce isopropyl amine are: - **(I)** and **(III)**. ### Answer: **C. (I) and (III)**. ---

To determine which of the given reactions will produce isopropyl amine, let's analyze each option step by step. ### Step 1: Analyze Reaction (I) The first reaction is: \[ (CH_3)_2CO \overset{NH_2OH}{\rightarrow} X \overset{LiAlH_4}{\rightarrow} \] ...
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DISHA PUBLICATION-AMINES-Exercise - 1 : Concept Builder (Topicwise)(TOPIC - 1 : Amines and Amides)
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  2. Primary amines on heating with "CS"(2) followed by excess of mercuric ...

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  3. When benzene diazonium chloride is treated with cuprous chloride in H...

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  4. The indicator that is obtained by coupling the diazonium salt of sulph...

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  5. In a reaction of aniline a coloured product C was obtained. The s...

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  6. The alkene formed as a major product in the above elimination reaction...

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  7. Predict about the relative boiling point of the following two amines.

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  8. Identify Z in the following sequence of reactions - CH(3)COONH(4) ov...

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  9. Which of the following will produce isopropyl amine - (I) (CH(3))(2...

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  10. In the following sequence of reactions, the compound C formed would be...

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  11. Among the following isomeric C(4)H(11)N amines, one having the lowest ...

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  12. Which of the following does not give N - ethyl cyclopentylamine as maj...

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  13. Which of the following compounds is an enamine?

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  14. Which of the following reaction will not given N, N - dimethyl benzami...

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  15. A compound 'Z' reacts with three moles of CH(3)I and gives a product w...

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  16. The cyclobutyl methylamine with nitrous acid gives

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  17. The correct order of decreasing basic character of the three aliphatic...

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  18. Predict the possible number of alkenes and the main alkene in the foll...

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  20. Which of the following reactions is appropriate for converting acetami...

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