Chapter 11: Problem 12
Diethyl ether is heated with one mole of HI, the products formed are: (a) Ethyl alcohol and ethyl iodide (b) Ethyl iodide only (c) Ethyl alcohol only (d) Ethyl iodide and ethane
Short Answer
Expert verified
(a) Ethyl alcohol and ethyl iodide
Step by step solution
01
Identify the reactants
Diethyl ether (CH3CH2OCH2CH3) and hydrogen iodide (HI) are the reactants in the reaction.
02
Understand the reaction mechanism
When ethers are reacted with hydrogen halides like HI, they typically undergo a substitution reaction where the ether is cleaved into two products: an alcohol and an alkyl halide.
03
Predict the products
According to the reaction mechanism, the diethyl ether will be cleaved by HI to form ethyl alcohol (CH3CH2OH) and ethyl iodide (CH3CH2I) as the products.
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Substitution Reaction
Substitution reactions play a critical role in organic chemistry, particularly when dealing with the transformation of ethers like diethyl ether. In such reactions, one atom or group of atoms (such as an alkyl group) is replaced by another atom or group.
In the context of ethers, the substitution process typically involves a two-step mechanism. Firstly, the nucleophile (in this case, the iodide ion from hydrogen iodide) attacks the ether, resulting in the cleavage of the oxygen-alkyl bond. This produces an intermediate that is rapidly transformed into the final products: an alcohol and an alkyl halide.
For a deeper understanding, let's visualize the general reaction of an ether with a hydrogen halide:
In the context of ethers, the substitution process typically involves a two-step mechanism. Firstly, the nucleophile (in this case, the iodide ion from hydrogen iodide) attacks the ether, resulting in the cleavage of the oxygen-alkyl bond. This produces an intermediate that is rapidly transformed into the final products: an alcohol and an alkyl halide.
For a deeper understanding, let's visualize the general reaction of an ether with a hydrogen halide:
- The hydrogen from HI attaches to the oxygen, creating a good leaving group.
- The alkyl group from the ether forms a bond with the iodide ion (I-), resulting in the formation of an alkyl halide.
Hydrogen Iodide (HI)
Hydrogen iodide (HI) is a potent reagent frequently utilized in substitution reactions within organic chemistry. It's a hydrogen halide composed of hydrogen and iodine, and in its aqueous form, it is known as hydroiodic acid, a strong acid.
When HI is involved in reactions with ethers, it acts both as an acid and a nucleophile. The acidic hydrogen protonates the oxygen atom of the ether, increasing its susceptibility to nucleophilic attack. The iodide ion (I-) which is a good nucleophile then attacks the alkyl group leading to the cleavage of the C-O bond. This behavior highlights why HI is so effective at cleaving ethers, making it an important reagent to understand for students aiming to excel in organic chemistry, particularly in competitive exams such as NEET.
When HI is involved in reactions with ethers, it acts both as an acid and a nucleophile. The acidic hydrogen protonates the oxygen atom of the ether, increasing its susceptibility to nucleophilic attack. The iodide ion (I-) which is a good nucleophile then attacks the alkyl group leading to the cleavage of the C-O bond. This behavior highlights why HI is so effective at cleaving ethers, making it an important reagent to understand for students aiming to excel in organic chemistry, particularly in competitive exams such as NEET.
Alkyl Halide
Alkyl halides, also known as haloalkanes, are a class of organic compounds in which a halogen atom is bonded to an alkyl group. They are of significant interest in organic synthesis and are routinely formed during substitution reactions, such as the cleavage of ethers with hydrogen iodide.
Once the ether is protonated by HI, the alkyl group becomes a prime target for nucleophilic attack, which eventually results in the formation of an alkyl halide. The properties of an alkyl halide, such as its reactivity, can vary widely depending on the nature of the alkyl group and the halogen involved.
Once the ether is protonated by HI, the alkyl group becomes a prime target for nucleophilic attack, which eventually results in the formation of an alkyl halide. The properties of an alkyl halide, such as its reactivity, can vary widely depending on the nature of the alkyl group and the halogen involved.
- Primary alkyl halides, with the halogen attached to a primary carbon, are usually less reactive towards nucleophiles.
- Secondary and tertiary alkyl halides, where the halogen is attached to secondary or tertiary carbons, tend to be more reactive.
Organic Chemistry for NEET
Organic chemistry is one of the fundamental pillars of chemical sciences and plays a pivotal role in the National Eligibility cum Entrance Test (NEET). Ethers and their reactions, such as ether cleavage by hydrogen iodide, are just one of the many types of reactions tested.
For NEET aspirants, a solid grasp of concepts such as substitution reactions, the behavior of reagents like hydrogen iodide, and the recognition of different organic compounds including alkyl halides is essential. These concepts form the basis for understanding more complex chemical processes and problem-solving skills required for the exam.
To succeed in NEET organic chemistry, students should focus on:
For NEET aspirants, a solid grasp of concepts such as substitution reactions, the behavior of reagents like hydrogen iodide, and the recognition of different organic compounds including alkyl halides is essential. These concepts form the basis for understanding more complex chemical processes and problem-solving skills required for the exam.
To succeed in NEET organic chemistry, students should focus on:
- Memorizing functional groups and recognizing their reactions.
- Understanding reaction mechanisms which provide insights into the stepwise process of chemical transformations.
- Practicing problem-solving to apply theoretical knowledge to practical scenarios.