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While brucine is a naturally occurring alkaloid related to strychnine and hence poisonous, it can be used as a tool for stereospecific chemical syntheses. Which of the following statements best describes the result of this reaction series with a racemic mixture of an amino acid?
  • a)
    The racemates react with the alkaline compound brucine in the same way to produce a racemic product.
  • b)
    The products can be separated using thin layer chromatography techniques with a chiral stationary phase.
  • c)
    The two products are separated by fractional distillation since as enantiomers they differ in their physical properties.
  • d)
    The products formed are meso compounds which allow for physical separation of the two enantiomers originally in the racemic mixture.
Correct answer is option 'B'. Can you explain this answer?
Most Upvoted Answer
While brucine is a naturally occurring alkaloid related to strychnine ...
  • Brucine is considered a chiral resolving agent which acts by reacting with the racemic amino acid to form two diastereomeric salts.
  • As such, the salts are now made separable by some physical means, i.e. solubility, boiling point, melting point, etc. While diastereomers are separable, enantiomers only differing in their optical activity are not.
  • When the racemates react with brucine, diastereomeric salts NOT a racemic product nor a meso compound is produced. Once the salts are acidified, the separated amino acid enantiomers are obtained.
  • Another technique for the separation of enantiomers is chromatography in association with a chiral stationary phase. The enantiomers react differently to the chiral stationary phase such that one enantiomer moves through the chromatographic column more slowly, in this case up the plate, than the other.
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While brucine is a naturally occurring alkaloid related to strychnine ...
  • Brucine is considered a chiral resolving agent which acts by reacting with the racemic amino acid to form two diastereomeric salts.
  • As such, the salts are now made separable by some physical means, i.e. solubility, boiling point, melting point, etc. While diastereomers are separable, enantiomers only differing in their optical activity are not.
  • When the racemates react with brucine, diastereomeric salts NOT a racemic product nor a meso compound is produced. Once the salts are acidified, the separated amino acid enantiomers are obtained.
  • Another technique for the separation of enantiomers is chromatography in association with a chiral stationary phase. The enantiomers react differently to the chiral stationary phase such that one enantiomer moves through the chromatographic column more slowly, in this case up the plate, than the other.
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While brucine is a naturally occurring alkaloid related to strychnine and hence poisonous, it can be used as a tool for stereospecific chemical syntheses. Which of the following statements best describes the result of this reaction series with a racemic mixture of an amino acid?a)The racemates react with the alkaline compound brucine in the same way to produce a racemic product.b)The products can be separated using thin layer chromatography techniques with a chiral stationary phase.c)The two products are separated by fractional distillation since as enantiomers they differ in their physical properties.d)The products formed are meso compounds which allow for physical separation of the two enantiomers originally in the racemic mixture.Correct answer is option 'B'. Can you explain this answer?
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While brucine is a naturally occurring alkaloid related to strychnine and hence poisonous, it can be used as a tool for stereospecific chemical syntheses. Which of the following statements best describes the result of this reaction series with a racemic mixture of an amino acid?a)The racemates react with the alkaline compound brucine in the same way to produce a racemic product.b)The products can be separated using thin layer chromatography techniques with a chiral stationary phase.c)The two products are separated by fractional distillation since as enantiomers they differ in their physical properties.d)The products formed are meso compounds which allow for physical separation of the two enantiomers originally in the racemic mixture.Correct answer is option 'B'. Can you explain this answer? for MCAT 2024 is part of MCAT preparation. The Question and answers have been prepared according to the MCAT exam syllabus. Information about While brucine is a naturally occurring alkaloid related to strychnine and hence poisonous, it can be used as a tool for stereospecific chemical syntheses. Which of the following statements best describes the result of this reaction series with a racemic mixture of an amino acid?a)The racemates react with the alkaline compound brucine in the same way to produce a racemic product.b)The products can be separated using thin layer chromatography techniques with a chiral stationary phase.c)The two products are separated by fractional distillation since as enantiomers they differ in their physical properties.d)The products formed are meso compounds which allow for physical separation of the two enantiomers originally in the racemic mixture.Correct answer is option 'B'. Can you explain this answer? covers all topics & solutions for MCAT 2024 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for While brucine is a naturally occurring alkaloid related to strychnine and hence poisonous, it can be used as a tool for stereospecific chemical syntheses. Which of the following statements best describes the result of this reaction series with a racemic mixture of an amino acid?a)The racemates react with the alkaline compound brucine in the same way to produce a racemic product.b)The products can be separated using thin layer chromatography techniques with a chiral stationary phase.c)The two products are separated by fractional distillation since as enantiomers they differ in their physical properties.d)The products formed are meso compounds which allow for physical separation of the two enantiomers originally in the racemic mixture.Correct answer is option 'B'. Can you explain this answer?.
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