### Carbonyl Reaction Products

In each product answer box enter a single letter, selected from the list at the bottom of the page, designating the expected product.

Reactant | Reagent | Product | Answer Evaluation |  | Response Box
--- | --- | --- | --- | --- | ---
(CH3)2CHCOCH3 3-methyl-2-butanone | Jones' reagent CrO3 in H3O(+) |  |
NaBH4 (in CH3OH) |
i) C6H5MgBr (in ether) ii) H3O(+) |
i) C2H5OH (excess) ii) Acid catalyst, heat (–H2O) |
i) (CH2)5NH (piperidine) ii) Acid catalyst, heat (–H2O) |
N2H4 (hydrazine) KOH, heat |

(CH3)2CHCH2CHO 3-methylbutanal | Jones' reagent CrO3 in H3O(+) |  |
NaBH4 (in CH3OH) |
i) C6H5MgBr (in ether) ii) H3O(+) |
i) C2H5OH (excess) ii) Acid catalyst, heat (–H2O) |
i) (CH2)5NH (piperidine) ii) Acid catalyst, heat (–H2O) |
N2H4 (hydrazine) KOH, heat |

CH3CH2COCH2CH3 3-pentanone | Jones' reagent CrO3 in H3O(+) |  |
NaBH4 (in CH3OH) |
i) C6H5MgBr (in ether) ii) H3O(+) |
i) C2H5OH (excess) ii) Acid catalyst, heat (–H2O) |
i) (CH2)5NH (piperidine) ii) Acid catalyst, heat (–H2O) |
N2H4 (hydrazine) KOH, heat |

A. (CH3)2CHCH(OH)CH3 3-methyl-2-butanol | B. C6H5C(OH)(C2H5)2 3-phenyl-3-pentanol | C. (CH3)2CHC(OC2H5)2CH3 2,2-diethoxy-3-methylbutane | D. (CH3)2CHCH2CO2H 3-methylbutanoic acid
E. (CH3)2CHC(OH)(C6H5)CH3 3-methyl-2-phenyl-2-butanol | F. C6H5CH(OH)CH2CH(CH3)2 3-methyl-1-phenyl-1-butanol | G. (CH3)2CHCH2CH(OC2H5)2 1,1-diethoxy-3-methylbutane | H. (C2H5)2C(OC2H5)2 3,3-diethoxypentane
I. (CH3)2CHCH2CH2OH 3-methyl-1-butanol | J. C2H5CH(OH)C2H5 3-pentanol | K. (CH3)2CHCH2CH3 2-methylbutane | L. CH3(CH2)3CH3 pentane
M. | N. | O. | P. No Reaction

This script written by William Reusch, Dept. of Chemistry, Michigan State University. Please send comments and corrections to whreusch@pilot.msu.edu.