Carbonyl Reagent Selection

In each reaction box enter a letter designating the best reagent and conditions selected from the list at the bottom of the page.

Reactant Reagent Product Answer
Evaluation

Response Box

(CH3)2CHCOCH3
3-methyl-2-butanone

(CH3)2CHCH(OH)CH3
3-methyl-2-butanol



(CH3)2CHC(OC2H5)2CH3
2,2-diethoxy-3-methylbutane
(CH3)2CHCOH(C6H5)CH3
3-methyl-2-phenyl-2-butanol
(CH3)2CHCH2CH3
2-methylbutane
(CH3)2CHCH2CHO
3-methylbutanal

(CH3)2CHCH2CH3
2-methylbutane



C6H5CH(OH)CH2CH(CH3)2
3-methyl-1-phenyl-1-butanol
(CH3)2CHCH2CH2OH
3-methyl-1-butanol
(CH3)2CHCH2CO2H
3-methylbutanoic acid


(CH3)2CHCH2CH(OC2H5)2
1,1-diethoxy-3-methylbutane
CH3CH2COCH2CH3
3-pentanone

C6H5C(OH)(C2H5)2
3-phenyl-3-pentanol



(C2H5)2C(OC2H5)2
3,3-diethoxypentane


CH3(CH2)3CH3
pentane
C2H5CH(OH)C2H5
3-pentanol

REAGENTS
A.
Jones' reagent
CrO3 in H3O(+)		 B.
C6H5MgBr
in ether, followed by H3O(+)		 C.
excess C2H5OH
acid catalyst, heat (–H2O)		 D.
(CH2)5NH (piperidine)
acid catalyst, heat (–H2O)		 E.
N2H4, KOH
heat (–H2O)		 F.
NaBH4
in CH3OH

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