Chapter 10: Problem 34
Iodoform test is not given by (a) 2 -pentanone (b) Ethanol (c) Ethanal (d) 3-pentanone
Short Answer
Expert verified
The compound that does not give a positive iodoform test is option (d) 3-pentanone because it does not have the necessary methyl group attached to the carbonyl carbon.
Step by step solution
01
Understand the Iodoform Test
The iodoform test is a chemical reaction that is used to determine the presence of a methyl ketone group or secondary alcohols that can be oxidized to methyl ketones in the molecule. The test yields a yellow precipitate of iodoform, which is indicative of a positive result. To give a positive iodoform test, the compound must contain a methyl group attached to the carbonyl carbon in methyl ketones or it must be a secondary alcohol containing a methyl group which is oxidizable to a methyl ketone.
02
Analyze Option (a) 2-pentanone
2-pentanone (CH3COCH2CH2CH3) is a methyl ketone as the carbonyl group is bonded to a methyl group. This means that it will give a positive iodoform test.
03
Analyze Option (b) Ethanol
Ethanol (CH3CH2OH) is not a methyl ketone, nor can it be oxidized to form a methyl ketone. Therefore, it will not give a positive iodoform test.
04
Analyze Option (c) Ethanal
Ethanal (CH3CHO) does not have a methyl group attached to the carbonyl carbon. It cannot give a positive iodoform test because it lacks the necessary structure of a methyl ketone or oxidizable secondary alcohol with the methyl group.
05
Analyze Option (d) 3-pentanone
3-pentanone (CH3CH2COCH2CH3) does have a carbonyl group, but it is not attached to a methyl group. Thus, it does not satisfy the requirements for a positive iodoform test.
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Methyl Ketone Identification
Understanding the identification of methyl ketones in organic chemistry is crucial, especially when performing tests like the iodoform test. Methyl ketones, which are also recognized by the functional group formula of
The process involves yellow precipitate formation of iodoform (
In analysis, knowing this property allows chemists to identify and differentiate between various ketones. It's a technique often applied by students and professionals alike to confirm or rule out the presence of a methyl ketone functional group in a given substance. For efficient identification, visualize the compound's structure looking for the '
RCOCH3
where 'R' can be any alkyl group, are characterized by having a carbonyl group (C=O
) with a methyl group attached on one side. This specific structure is key for the iodoform reaction to occur.The process involves yellow precipitate formation of iodoform (
CHI3
), which is a distinct indicator. For a compound to be tested, it’s necessary to investigate the molecule’s structure. If it has the carbonyl group bonded to a methyl group (a 'CH3' group), the test will indeed be positive. Compounds like 2-pentanone, with a structural formula CH3COCH2CH2CH3
, are exemplary candidates because of their fit into this pattern.In analysis, knowing this property allows chemists to identify and differentiate between various ketones. It's a technique often applied by students and professionals alike to confirm or rule out the presence of a methyl ketone functional group in a given substance. For efficient identification, visualize the compound's structure looking for the '
COCH3
' segment, which acts as the telltale sign in the iodoform test. Secondary Alcohols Oxidation
The oxidation of secondary alcohols is another facet of organic chemistry closely associated with the iodoform test. Secondary alcohols have the general structural formula
When a secondary alcohol undergoes oxidation, the hydroxyl group (
R1CH(OH)R2
, where 'R1' and 'R2' are alkyl or aryl groups, and can be converted into ketones through oxidation.When a secondary alcohol undergoes oxidation, the hydroxyl group (
-OH
) is replaced by a ketone functional group (C=O
). This conversion is critical as only specific secondary alcohols, those which yield a methyl ketone upon oxidation, will give a positive iodoform test. For instance, isopropanol ((CH3)2CHOH
) can convert into acetone (CH3COCH3
), which then results in a positive iodoform test due to the presence of the methyl ketone group.Understanding the Mechanism
The oxidation typically requires an oxidizing agent, such as potassium dichromate (K2Cr2O7
) in an acidic medium. Visually affirming the presence of a secondary alcohol requires looking for a carbon atom bonded to an -OH
group and two R groups. It's imperative for students to master this concept, as it has broad implications in synthesizing and transforming organic molecules within both laboratory and industrial settings. Organic Chemistry NEET Preparation
Students preparing for competitive exams like the National Eligibility cum Entrance Test (NEET) often face challenges in topics such as the iodoform test. Having a clear comprehension of this test is essential for aspirants, as organic chemistry is a significant portion of the NEET syllabus.
NEET aspirants should focus on understanding concepts at a fundamental level, starting with the basic identification of functional groups and their reactivity patterns. Practicing reaction mechanisms and differentiating between molecular structures are key strategies for success. Regularly solving problems and examining textbook solutions, similar to the provided step-by-step analysis of the iodoform test, deepens conceptual knowledge and prepares students for the variety of questions likely to be encountered in the examination.
NEET aspirants should focus on understanding concepts at a fundamental level, starting with the basic identification of functional groups and their reactivity patterns. Practicing reaction mechanisms and differentiating between molecular structures are key strategies for success. Regularly solving problems and examining textbook solutions, similar to the provided step-by-step analysis of the iodoform test, deepens conceptual knowledge and prepares students for the variety of questions likely to be encountered in the examination.