Chapter 11: Problem 24
The compound which reacts fastest with Lucas reagent at room temperature is: (a) Butan - 1 -ol (b) Butan-2-ol (c) 2 -methylpropan-2-ol (d) 2 -methylpropan-1-ol
Short Answer
Expert verified
The compound that reacts fastest with Lucas reagent at room temperature is (c) 2-methylpropan-2-ol, because it is a tertiary alcohol.
Step by step solution
01
Understanding the Lucas Test
The Lucas test is a qualitative test used to differentiate between primary, secondary, and tertiary alcohols based on their reactivity with the Lucas reagent, a solution of zinc chloride in concentrated hydrochloric acid. In general, tertiary alcohols react fastest with the Lucas reagent, resulting in the formation of an alkyl chloride, which often causes the solution to turn turbid due to the insolubility of the product in the aqueous mixture. Secondary alcohols react more slowly, and primary alcohols react very slowly, if at all, at room temperature.
02
Examine the Structure of Each Alcohol
We need to identify the structure of each alcohol to determine its classification as primary, secondary, or tertiary. (a) Butan-1-ol has the OH group attached to an end carbon, making it a primary alcohol. (b) Butan-2-ol has the OH group on the second carbon, making it a secondary alcohol. (c) 2-methylpropan-2-ol has the OH group on a carbon attached to three other carbons, making it a tertiary alcohol. (d) 2-methylpropan-1-ol has the OH group on an end carbon, hence it is a primary alcohol.
03
Determine the Reactivity with Lucas Reagent
Tertiary alcohols react fastest with the Lucas reagent at room temperature. Since 2-methylpropan-2-ol is a tertiary alcohol, it is likely to react the fastest among the options given.
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Alcohol Reactivity
When exploring the reactivity of alcohols, particularly in the context of the Lucas test, it is essential to understand the classification of alcohols based on the carbon atom to which the hydroxyl (OH) group is attached.
Primary alcohols have the OH group connected to a carbon atom that is attached to at most one other carbon. This structural feature causes them to react relatively slowly due to the less stable carbonium ion formed during the reaction. Secondary alcohols are bound to a carbon atom connected to two other carbons, and they exhibit moderate reactivity due to a more stable carbonium ion.
Tertiary alcohols, however, are connected to a carbon that is attached to three other carbons, leading to the most stable carbonium ion and thus the fastest reaction rate with the Lucas reagent. The test is often characterized by a change in the solution's appearance, usually becoming cloudy or turbid as the alcohol is converted to an alkyl chloride.
To apply this knowledge, let's consider an illustrative example where multiple alcohols are presented, and we need to predict their reactivity. In this context, it becomes quite straightforward: the more alkyl groups surrounding the carbon holding the OH group, the faster the reaction with the Lucas reagent at room temperature.
Primary alcohols have the OH group connected to a carbon atom that is attached to at most one other carbon. This structural feature causes them to react relatively slowly due to the less stable carbonium ion formed during the reaction. Secondary alcohols are bound to a carbon atom connected to two other carbons, and they exhibit moderate reactivity due to a more stable carbonium ion.
Tertiary alcohols, however, are connected to a carbon that is attached to three other carbons, leading to the most stable carbonium ion and thus the fastest reaction rate with the Lucas reagent. The test is often characterized by a change in the solution's appearance, usually becoming cloudy or turbid as the alcohol is converted to an alkyl chloride.
To apply this knowledge, let's consider an illustrative example where multiple alcohols are presented, and we need to predict their reactivity. In this context, it becomes quite straightforward: the more alkyl groups surrounding the carbon holding the OH group, the faster the reaction with the Lucas reagent at room temperature.
Tertiary Alcohols
Understanding the structure of tertiary alcohols is crucial for many chemical analyses, including the Lucas test. A tertiary alcohol is one where the hydroxyl group is connected to a carbon atom (tertiary carbon) that itself is directly bonded to three other carbon atoms.
Due to this arrangement, tertiary alcohols are particularly notable for their reactivity. The presence of three alkyl groups imparts steric hindrance and electronic effects that facilitate the formation of a carbocation—a positively charged carbon ion—during reactions such as the one with the Lucas reagent.
For example, 2-methylpropan-2-ol, a typical tertiary alcohol, has a central carbon connected to three other carbons and the hydroxyl group. This structure is key to its reactivity and the resulting speedy conversion to an alkyl chloride in the Lucas test.
Due to this arrangement, tertiary alcohols are particularly notable for their reactivity. The presence of three alkyl groups imparts steric hindrance and electronic effects that facilitate the formation of a carbocation—a positively charged carbon ion—during reactions such as the one with the Lucas reagent.
For example, 2-methylpropan-2-ol, a typical tertiary alcohol, has a central carbon connected to three other carbons and the hydroxyl group. This structure is key to its reactivity and the resulting speedy conversion to an alkyl chloride in the Lucas test.
Qualitative Analysis in Chemistry
Qualitative analysis in chemistry involves determining the presence or absence of particular compounds or functional groups within a substance. It doesn't measure the quantity but rather the characteristics or constituents of a sample. The Lucas test is a prime example of qualitative analysis used to distinguish between different alcohols based on their classification as primary, secondary, or tertiary.
The test's simplicity and reliability make it a staple in qualitative organic chemistry. Once a substance is treated with the Lucas reagent, observations are made regarding the reaction's rapidity and the physical changes in the solution, such as cloudiness caused by the insoluble alkyl chloride.
Qualitative analysis, such as the Lucas test, provides valuable initial data that can inform further quantitative analysis or be part of compound characterizations in syntheses, research, and educational settings.
The test's simplicity and reliability make it a staple in qualitative organic chemistry. Once a substance is treated with the Lucas reagent, observations are made regarding the reaction's rapidity and the physical changes in the solution, such as cloudiness caused by the insoluble alkyl chloride.
Qualitative analysis, such as the Lucas test, provides valuable initial data that can inform further quantitative analysis or be part of compound characterizations in syntheses, research, and educational settings.