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Conditions | Yield |
---|---|
With styrene; lithium In tetrahydrofuran at -5 - 35℃; Solvent; Inert atmosphere; | 97.6% |
With styrene; lithium In diethyl ether for 2h; Heating; | 95% |
With n-butyllithium In pentane at 0 - 20℃; for 1.33333h; | 71% |
picoline
diethyl ether
4-fluoro-N-methoxy-N-methylbenzamide
A
2-(4-Cyanophenyl)-4-(4-fluorophenyl)-1-N-hydroxy-5-(4-pyridyl)imidazole
B
lithium diisopropyl amide
Conditions | Yield |
---|---|
In diisopropylamine | A 72% B n/a |
With n-butyllithium In diisopropylamine | A 72% B n/a |
2-pyridylmethyllithium
diisopropylamine
A
α-picoline
B
lithium diisopropyl amide
Conditions | Yield |
---|---|
In tetrahydrofuran; diethyl ether at 27℃; Equilibrium constant; |
Conditions | Yield |
---|---|
With tetramethylsilane In tetrahydrofuran; hexane at -73℃; for 0.0333333h; | 100 % Spectr. |
In tetrahydrofuran; hexane at -78℃; for 0.25h; | |
In tetrahydrofuran; hexane |
N,N,N,N,-tetramethylethylenediamine
diisopropylamine
lithium diisopropyl amide
Conditions | Yield |
---|---|
With n-butyllithium In hexane at 0℃; |
2,2,6,6-tetramethylpiperidinyl-lithium
diisopropylamine
A
2,2,6,6-tetramethyl-piperidine
B
lithium diisopropyl amide
Conditions | Yield |
---|---|
In tetrahydrofuran at -47℃; Thermodynamic data; Rate constant; ΔG(excit.); | |
In tetrahydrofuran at -47℃; Thermodynamic data; Equilibrium constant; Rate constant; ΔG(excit.); |
diphenylmethyllithium
diisopropylamine
A
Diphenylmethane
B
lithium diisopropyl amide
Conditions | Yield |
---|---|
In tetrahydrofuran at 30℃; Equilibrium constant; |
Conditions | Yield |
---|---|
In tetrahydrofuran at -70℃; Equilibrium constant; |
Li(cis-2,6-dimethylpiperidine(-1H))
diisopropylamine
A
(2R,6S)-2,6-dimethylpiperidine
B
lithium diisopropyl amide
Conditions | Yield |
---|---|
In tetrahydrofuran at -65℃; Thermodynamic data; Rate constant; ΔG(excit.); | |
In tetrahydrofuran at -65℃; Thermodynamic data; Equilibrium constant; Rate constant; ΔG(excit.); |
(4,4'-Dimethyldiphenylmethyl)lithium
diisopropylamine
A
4,4'-dimethyldiphenylmethane
B
lithium diisopropyl amide
Conditions | Yield |
---|---|
In tetrahydrofuran at 30℃; Equilibrium constant; |
IUPAC Name: Lithium di(propan-2-yl)azanide
Molecular Formula: C6H14LiN
Molecular Weight: 107.12306 g/mol
EINECS: 223-893-0
Classification Code: TSCA Flag P [A commenced PMN (Premanufacture Notice) substance]
Melting Point:
storage temperature: 2-8 °C
Water Solubility: decomposes
Density: 0.79 g/cm3
Flash Point: 91 °F
Enthalpy of Vaporization: 30.4 kJ/mol
Boiling Point: 83.9 °C at 760 mmHg
Vapour Pressure of Lithium diisopropylamide (CAS NO.4111-54-0): 74 mmHg at 25 °C
Lithium diisopropylamide (CAS NO.4111-54-0) is a strong base used in organic chemistry for the deprotonation of weakly acidic compounds. It is most widely used even though KDA is more effective.
Lithium diisopropylamide (CAS NO.4111-54-0) is commonly formed by treating a cooled (0 to -78 °C) tetrahydrofuran (THF) solution of diisopropylamine with n-butyllithium.
Hazard Codes: C,N,F
Risk Statements: 14-17-34-67-65-51/53-35-19-15-11-50/53-14/15-10-40-23/24/25
R14 :Reacts violently with water.
R17:Spontaneously flammable in air.
R34:Causes burns.
R67:Vapours may cause drowsiness and dizziness.
R65:Harmful: may cause lung damage if swallowed.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R35:Causes severe burns.
R19:May form explosive peroxides.
R15:Contact with water liberates extremely flammable gases.
R11:Highly flammable.
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R14 :Reacts violently with water.
R10:Flammable.
R40:Limited evidence of a carcinogenic effect.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39-43-45-60-61-62-8-16-23-33-27
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S43:In case of fire use ... (there follows the type of fire-fighting equipment to be used.)
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S60:This material and its container must be disposed of as hazardous waste.
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S62:If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label.
S8:Keep container dry.
S16:Keep away from sources of ignition.
S23:Do not breathe vapour.
S33:Take precautionary measures against static discharges.
S27:Take off immediately all contaminated clothing.
RIDADR: UN 3399 4.3/PG 2
WGK Germany of Lithium diisopropylamide (CAS NO.4111-54-0): 3
THF,wt%: 22
Heptane,wt%: 29
Ethylbenzene,wt%: 13
Lithium diisopropylamide (CAS NO.4111-54-0), its Synonyms are 2-Propanamine, N-(1-methylethyl)-, lithium salt ; 2-Propanamine, N-(1-methylethyl)-, lithium salt (1:1) . It is dark yellow to orange or dark red-brown solution.