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Which reaction or sequence of reactions would be best used to convert cyclohexanone to cis-1,2-cyclohexanediol?
  • a)
    PCC in CH2Cland base
  • b)
    (i) NaBH(ii) H3POand heat (iii) C6H5CO3H
  • c)
    (i) NaBH4 (ii) H3POand heat (iii) OsO4 in pyridine 
  • d)
    (i) NaBH(ii) OsOin pyridine
Correct answer is option 'C'. Can you explain this answer?
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Reaction to Convert Cyclohexanone to cis-1,2-cyclohexanediol

Overview:
To convert cyclohexanone to cis-1,2-cyclohexanediol, a series of reactions involving reduction and oxidation steps are required. The most suitable sequence of reactions is as follows:

Sequence of Reactions:
- NaBH4 reduction
- Acidic workup
- OsO4 oxidation in pyridine

Explanation:
- NaBH4 reduction: NaBH4 is a mild reducing agent that can selectively reduce the ketone group in cyclohexanone to form cyclohexanol.
- Acidic workup: After the reduction step, an acidic workup is needed to neutralize the reaction mixture and isolate the desired product, cis-1,2-cyclohexanediol.
- OsO4 oxidation in pyridine: OsO4 is used in the final step to oxidize the cyclohexanol to cis-1,2-cyclohexanediol. The use of pyridine as a solvent helps facilitate the oxidation process.

Conclusion:
By following the sequence of reactions involving NaBH4 reduction, acidic workup, and OsO4 oxidation in pyridine, it is possible to convert cyclohexanone to cis-1,2-cyclohexanediol efficiently and selectively.
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Which reaction or sequence of reactions would be best used to convert cyclohexanone to cis-1,2-cyclohexanediol?a)PCC in CH2Cl2and baseb)(i) NaBH4(ii) H3PO4and heat (iii) C6H5CO3Hc)(i) NaBH4 (ii) H3PO4and heat (iii) OsO4in pyridined)(i) NaBH4(ii) OsO4in pyridineCorrect answer is option 'C'. Can you explain this answer?
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Which reaction or sequence of reactions would be best used to convert cyclohexanone to cis-1,2-cyclohexanediol?a)PCC in CH2Cl2and baseb)(i) NaBH4(ii) H3PO4and heat (iii) C6H5CO3Hc)(i) NaBH4 (ii) H3PO4and heat (iii) OsO4in pyridined)(i) NaBH4(ii) OsO4in pyridineCorrect 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 Which reaction or sequence of reactions would be best used to convert cyclohexanone to cis-1,2-cyclohexanediol?a)PCC in CH2Cl2and baseb)(i) NaBH4(ii) H3PO4and heat (iii) C6H5CO3Hc)(i) NaBH4 (ii) H3PO4and heat (iii) OsO4in pyridined)(i) NaBH4(ii) OsO4in pyridineCorrect 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 Which reaction or sequence of reactions would be best used to convert cyclohexanone to cis-1,2-cyclohexanediol?a)PCC in CH2Cl2and baseb)(i) NaBH4(ii) H3PO4and heat (iii) C6H5CO3Hc)(i) NaBH4 (ii) H3PO4and heat (iii) OsO4in pyridined)(i) NaBH4(ii) OsO4in pyridineCorrect answer is option 'C'. Can you explain this answer?.
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