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Alcohols, Phenols and Ethers
Hydroboration-Oxidation and Oxidation of Alcohols
1 question from 1 paper, each with its answer.
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Concepts tested
- Choosing reagents for alkene-to-aldehyde transformation
All Questions
2024 1 question
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Identify the correct reagents that would bring about the following transformation.
The terminal alkene must be converted to an aldehyde with the carbonyl at the terminal carbon (anti-Markovnikov): (i) $BH_3$ (ii) $H_2O_2/OH^-$: hydroboration-oxidation gives the primary alcohol $-CH_2-CH_2-CH_2-OH$ (anti-Markovnikov addition of water) (iii) PCC: mild oxidation of the primary alcohol stops at the aldehyde $-CH_2-CH_2-CHO$ So the reagents are (i) $BH_3$ (ii) $H_2O_2/OH^-$ (iii) PCC.