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A C5H12O compound is optically active, and is oxidised by PCC in CH2Cl2 to an optically active C5H10O product, which is racemised in acid or base. Which of the following best fits these facts ?
- a)2-pentanol
- b)2-methoxybutane
- c)2-methyl-1 -butanol
- d)3-methyl-1 -butanol
Correct answer is option 'C'. Can you explain this answer?
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A C5H12Ocompound is optically active, and is oxidised by PCC in CH2Cl2...
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A C5H12Ocompound is optically active, and is oxidised by PCC in CH2Cl2...
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A C5H12Ocompound is optically active, and is oxidised by PCC in CH2Cl2...
Answer:
Given information:
- The compound C5H12O is optically active.
- It is oxidized by PCC in CH2Cl2 to form an optically active C5H10O product.
- The C5H10O product is racemized in acid or base.
Explanation:
1. Determining the functional group:
- The compound formula C5H12O indicates that it is an alcohol (with a hydroxyl group, -OH).
- The given options are 2-pentanol, 2-methoxybutane, 2-methyl-1-butanol, and 3-methyl-1-butanol, all of which are alcohols.
2. Optically active compound:
- An optically active compound is one that rotates the plane of polarized light.
- This means that the compound must have a chiral center (an asymmetric carbon atom).
- A chiral carbon atom is bonded to four different groups.
- Among the given options, only 2-methyl-1-butanol (option C) has a chiral carbon atom, as it is bonded to four different groups (a hydrogen atom, two methyl groups, and an ethyl group).
3. Oxidation by PCC:
- PCC (pyridinium chlorochromate) is a mild oxidizing agent commonly used to convert primary alcohols to aldehydes.
- The oxidation of 2-methyl-1-butanol (option C) with PCC would result in the formation of 2-methylbutanal (C5H10O).
- This matches the formation of an optically active C5H10O product mentioned in the given information.
4. Racemization in acid or base:
- Racemization refers to the conversion of an optically active compound into a racemic mixture, which contains equal amounts of both enantiomers (mirror-image isomers) and is optically inactive.
- Racemization can occur in the presence of acid or base.
- The racemization of the C5H10O product formed from the oxidation of 2-methyl-1-butanol (option C) confirms that it is the correct compound.
Conclusion:
- Based on the given information, option C (2-methyl-1-butanol) is the compound that best fits the facts provided.
Given information:
- The compound C5H12O is optically active.
- It is oxidized by PCC in CH2Cl2 to form an optically active C5H10O product.
- The C5H10O product is racemized in acid or base.
Explanation:
1. Determining the functional group:
- The compound formula C5H12O indicates that it is an alcohol (with a hydroxyl group, -OH).
- The given options are 2-pentanol, 2-methoxybutane, 2-methyl-1-butanol, and 3-methyl-1-butanol, all of which are alcohols.
2. Optically active compound:
- An optically active compound is one that rotates the plane of polarized light.
- This means that the compound must have a chiral center (an asymmetric carbon atom).
- A chiral carbon atom is bonded to four different groups.
- Among the given options, only 2-methyl-1-butanol (option C) has a chiral carbon atom, as it is bonded to four different groups (a hydrogen atom, two methyl groups, and an ethyl group).
3. Oxidation by PCC:
- PCC (pyridinium chlorochromate) is a mild oxidizing agent commonly used to convert primary alcohols to aldehydes.
- The oxidation of 2-methyl-1-butanol (option C) with PCC would result in the formation of 2-methylbutanal (C5H10O).
- This matches the formation of an optically active C5H10O product mentioned in the given information.
4. Racemization in acid or base:
- Racemization refers to the conversion of an optically active compound into a racemic mixture, which contains equal amounts of both enantiomers (mirror-image isomers) and is optically inactive.
- Racemization can occur in the presence of acid or base.
- The racemization of the C5H10O product formed from the oxidation of 2-methyl-1-butanol (option C) confirms that it is the correct compound.
Conclusion:
- Based on the given information, option C (2-methyl-1-butanol) is the compound that best fits the facts provided.
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A C5H12Ocompound is optically active, and is oxidised by PCC in CH2Cl2 to an optically active C5H10O product, which is racemised in acid or base. Which of the following best fits these facts ?a)2-pentanolb)2-methoxybutanec)2-methyl-1 -butanold)3-methyl-1 -butanolCorrect answer is option 'C'. Can you explain this answer?
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A C5H12Ocompound is optically active, and is oxidised by PCC in CH2Cl2 to an optically active C5H10O product, which is racemised in acid or base. Which of the following best fits these facts ?a)2-pentanolb)2-methoxybutanec)2-methyl-1 -butanold)3-methyl-1 -butanolCorrect answer is option 'C'. Can you explain this answer? for JEE 2024 is part of JEE preparation. The Question and answers have been prepared according to the JEE exam syllabus. Information about A C5H12Ocompound is optically active, and is oxidised by PCC in CH2Cl2 to an optically active C5H10O product, which is racemised in acid or base. Which of the following best fits these facts ?a)2-pentanolb)2-methoxybutanec)2-methyl-1 -butanold)3-methyl-1 -butanolCorrect answer is option 'C'. Can you explain this answer? covers all topics & solutions for JEE 2024 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for A C5H12Ocompound is optically active, and is oxidised by PCC in CH2Cl2 to an optically active C5H10O product, which is racemised in acid or base. Which of the following best fits these facts ?a)2-pentanolb)2-methoxybutanec)2-methyl-1 -butanold)3-methyl-1 -butanolCorrect answer is option 'C'. Can you explain this answer?.
A C5H12Ocompound is optically active, and is oxidised by PCC in CH2Cl2 to an optically active C5H10O product, which is racemised in acid or base. Which of the following best fits these facts ?a)2-pentanolb)2-methoxybutanec)2-methyl-1 -butanold)3-methyl-1 -butanolCorrect answer is option 'C'. Can you explain this answer? for JEE 2024 is part of JEE preparation. The Question and answers have been prepared according to the JEE exam syllabus. Information about A C5H12Ocompound is optically active, and is oxidised by PCC in CH2Cl2 to an optically active C5H10O product, which is racemised in acid or base. Which of the following best fits these facts ?a)2-pentanolb)2-methoxybutanec)2-methyl-1 -butanold)3-methyl-1 -butanolCorrect answer is option 'C'. Can you explain this answer? covers all topics & solutions for JEE 2024 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for A C5H12Ocompound is optically active, and is oxidised by PCC in CH2Cl2 to an optically active C5H10O product, which is racemised in acid or base. Which of the following best fits these facts ?a)2-pentanolb)2-methoxybutanec)2-methyl-1 -butanold)3-methyl-1 -butanolCorrect answer is option 'C'. Can you explain this answer?.
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