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Yield of Acetylene (%) |
||||||
---|---|---|---|---|---|---|
Ketone |
Basea |
GLC |
Isolated |
|||
LDA |
95 |
85 |
||||
LDA |
90 |
85 |
||||
LDA |
85 |
80 |
||||
LDA |
90 |
78 |
||||
LDA |
85 |
80 |
||||
LDA |
23 |
— |
||||
LTMP |
75 |
— |
||||
LDA |
25 |
— |
||||
LTMP |
75 |
61 |
||||
aLDA = lithium diisopropylamide; LTMP = lithium 2,2,6,6-tetramethylpiperidide. |
Appendix
Compounds Referenced (Chemical Abstracts Registry Number)
METHYL KETONES
Lithium 2,2,6,6-tetramethylpiperidide
PCl5
NH3
POCl3
(CF3SO2)2O
methanolic potassium hydroxide
acetylene (74-86-2)
hydrochloric acid (7647-01-0)
Benzene (71-43-2)
NaOH (1310-73-2)
sodium bicarbonate (144-55-8)
CCl4 (56-23-5)
nitrogen (7727-37-9)
iodine (7553-56-2)
Acetophenone (98-86-2)
Pinacolone (75-97-8)
pyridine (110-86-1)
Benzophenone (119-61-9)
sodium (13966-32-0)
sodium ethoxide (141-52-6)
Pentane (109-66-0)
hydrazine (302-01-2)
2-Octanone (111-13-7)
magnesium sulfate (7487-88-9)
2,6-Lutidine (108-48-5)
NaNH2 (7782-92-5)
butyllithium (109-72-8)
Tetrahydrofuran, THF (109-99-9)
DMF (68-12-2)
hexane (110-54-3)
triethylamine (121-44-8)
Cyclohexyl methyl ketone (823-76-7)
diethyl chlorophosphate (814-49-3)
lithium diisopropylamide (4111-54-0)
diisopropylamine (108-18-9)
(E)-Buten-3-ynyl-2,6,6-trimethyl-1-cyclohexene, Cyclohexene, 2-(1-buten-3-ynyl)-1,3,3-trimethyl-, (E)- (73395-75-2)
6-Methyl-5-hepten-2-one (110-93-0)