Jones Oxidation

Schematic representation of the Jones Oxidation.
Mechanism of the Jones Oxidation
Mechanism of the Jones Oxidation
Sample reactions
intermediate structure
CrO3
AcOH, H2O
0 to 50 °C, ON, 30% (2 steps)
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone, H2O
-5 °C, , 97%
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone, H2O
5 °C, 2.5 h, 92%
intermediate structure
intermediate structure
CrO3
AcOH, H2O
RT, 10 h, 60% (2 steps)
intermediate structure
intermediate structure
CrO3, HIO4
H2O, MeCN
0 °C, 30 min, 78%
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone
RT, 45 min, 75%
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone
RT, 30 min, 95%
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone
92% (2 steps)
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone
54% (2 steps)
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone
89%
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone, H2O
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone, H2O, MeOH
0 °C, 30 min, 16%
intermediate structure
intermediate structure intermediate structure
CrO3, H2SO4
Acetone, H2O
RT, 2.5 h, 97%
intermediate structure intermediate structure
intermediate structure
CrO3, H2SO4
Acetone, H2O
98%
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone, H2O
0 °C to RT, 8.5 h, 98%
intermediate structure
intermediate structure
CrO3, H2SO4
H2O
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone, H2O
RT, 30 min, 49% (2 steps)
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone, H2O
93% (2 steps)
intermediate structure
intermediate structure
H2SO4, Na2Cr2O7
Acetone, H2O
80%
intermediate structure
intermediate structure
CrO3, H2SO4, Celite
Acetone, H2O
0 °C, 30 min
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone, H2O
0 °C
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone, H2O
95%
intermediate structure
intermediate structure
H2SO4, Na2Cr2O7
Et2O, H2O
RT, 2.5 h, 72% (3 steps)
"Mixture of positional isomers."
intermediate structure
intermediate structure intermediate structure
CrO3, H2SO4
Acetone, H2O
RT, , 28%
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone, H2O
0 °C, , 47% (2 steps)
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone, H2O
0 °C to RT, 100 min, 92%
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone, H2O
RT, 12 h, 94%
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone, H2O
0 °C, 60 min, 97%
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone, H2O
RT, 45 min, 95%
intermediate structure
intermediate structure
CrO3, H2SO4
CH2Cl2, H2O
0 °C, 60 min, 68%
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone, H2O
-30 °C, 5 h, 61%
intermediate structure
intermediate structure
CrO3, H2SO4
Acetone, H2O
0 °C, 4 h
intermediate structure