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- Lithium arsenide(Li3As)
- Lithium azide
- Lithium benzoate
- Lithium bis(oxalate)borate
- Lithium bis(trifluoromethanesulphonyl)imide
- Lithium bis(trimethylsilyl)amide
- Lithium borohydride
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Cas Database |
| Name |
Lithium bis(trimethylsilyl)amide |
EINECS | 223-725-6 |
| CAS No. | 4039-32-1 | Density | 0.891 g/mL at 25 °C |
| PSA | 3.24000 | LogP | 2.42250 |
| Solubility | hydrolysis with water | Melting Point |
73 °C |
| Formula | C6H18LiNSi2 | Boiling Point | 126 °C at 760 mmHg |
| Molecular Weight | 167.328 | Flash Point | 30 °C |
| Transport Information | UN 2925 4.1/PG 2 | Appearance | light yellow to yellow crystalline powder |
| Safety | 9-16-26-29-33-36/37/39-45-61-62-57-43 | Risk Codes | 11-34-48/20-63-65-67-51/53-35-62-14 |
| Molecular Structure |
|
Hazard Symbols |
 F,  C,  N
|
| Synonyms |
Disilazane, 1,1,1,3,3,3-hexamethyl-,lithium salt (8CI);Lithium, [bis(trimethylsilyl)amino]- (7CI);Silanamine,1,1,1-trimethyl-N-(trimethylsilyl)-, lithium salt (9CI);(Hexamethyldisilazane)lithium;1,1,1-Trimethyl-N-(trimethylsilyl)silanamine lithium salt;Bis(trimethylsilyl)amidolithium;Hexamethyldisilazane lithium salt;Lithiohexamethyldisilazane;Lithiumhexamethyldisilazanate;Lithium hexamethyldisilazane;Lithiumhexamethyldisilazanide;N,N-Bis(trimethylsilyl)amine lithium salt;N-Lithiohexamethyldisilazane;[1,1,1-Trimethyl-N-(trimethylsilyl)silanaminato]lithium; |
Article Data | 82 |
Lithium bis(trimethylsilyl)amide Synthetic route
| Conditions | Yield |
|---|---|
| With n-butyllithium In hexane at 20℃; Inert atmosphere; | 99.5% |
| With lithium at -20℃; for 16h; Time; Temperature; | 99.5% |
| With n-butyllithium In hexane at 20℃; for 24h; Inert atmosphere; Schlenk technique; | 92% |
- 18400-61-8
lithium bis(trimethylsilyl)amide diethyl etherate
- 4039-32-1
lithium hexamethyldisilazane
- 50732-21-3, 65428-75-3
N,N,N'-tris(trimethylsilyl)phosphenimidous amide
- 38227-87-1
2,2,6,6-tetramethylpiperidinyl-lithium
A
- 72821-01-3
N-trimethylsilylimidophosphenous acid 2,2,6,6-tetramethylpiperidine
B
- 4039-32-1
lithium hexamethyldisilazane
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at 40℃; for 3h; | A 4.6 g B n/a |
- 52764-24-6
tetrakis(trimethylsilyl)tetrazene
- 4039-32-1
lithium hexamethyldisilazane
| Conditions | Yield |
|---|---|
| With lithium In diethyl ether at 36℃; for 72h; | 20 % Spectr. |
- 79345-33-8, 79345-34-9
Lithium-bis(trimethylsilyl)tetrazenid
A
- 692-56-8
N,N'-bis(trimethylsilyl)hydrazine
B
- 79345-33-8, 79345-34-9
Dilithium-bis(trimethylsilyl)tetrazenid
C
- 4039-32-1
lithium hexamethyldisilazane
| Conditions | Yield |
|---|---|
| In diethyl ether at 70℃; for 8h; | A 0.9 mmol B 1.0 mmol C 0.1 mmol |
- 79345-33-8, 79345-34-9
Dilithium-bis(trimethylsilyl)tetrazenid
A
- 692-56-8
N,N'-bis(trimethylsilyl)hydrazine
B
- 15114-92-8, 33509-48-7, 53380-51-1
Dilithium N,N'-bis(trimethylsilyl)hydrazide tetramer
C
- 4039-32-1
lithium hexamethyldisilazane
| Conditions | Yield |
|---|---|
| In benzene at 120℃; for 40h; | A 0.1 mmol B 1.5 mmol C 0.2 mmol |
- 79345-33-8, 79345-34-9
Dilithium-bis(trimethylsilyl)tetrazenid
A
- 15114-92-8, 33509-48-7, 53380-51-1
Dilithium N,N'-bis(trimethylsilyl)hydrazide tetramer
B
- 4039-32-1
lithium hexamethyldisilazane
| Conditions | Yield |
|---|---|
| In diethyl ether at 120℃; for 15h; | A 0.2 mmol B 1.8 mmol |
- 79345-35-0
Lithium-tris(trimethylsilyl)tetrazenid
A
- 1586-73-8
tris(trimethylsilyl)amine
B
- 4648-54-8
trimethylsilylazide
C
- 22846-03-3
N-lithio-N,N',N'-[tris(trimethylsilyl)]hydrazide
D
- 4039-32-1
lithium hexamethyldisilazane
| Conditions | Yield |
|---|---|
| In benzene at 25℃; for 6h; | A 1.5 mmol B 0.3 mmol C 0.2 mmol D 0.3 mmol |
- 109-65-9
1-bromo-butane
- 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane
- 4039-32-1
lithium hexamethyldisilazane
| Conditions | Yield |
|---|---|
| With lithium 1) 1 h mixing and 1 h reflux; 2) 30 min reflux; Yield given. Multistep reaction; |
- 109-72-8, 29786-93-4
n-butyllithium
- 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane
- 4039-32-1
lithium hexamethyldisilazane
| Conditions | Yield |
|---|---|
| In hexane | |
| With tetramethylsilane In tetrahydrofuran; hexane at -73℃; for 0.0333333h; | 100 % Spectr. |
| In tetrahydrofuran; hexane at -78℃; for 1h; | |
| In tetrahydrofuran at -78 - 20℃; for 1h; Product distribution / selectivity; |
Lithium bis(trimethylsilyl)amide Chemical Properties
Molecular Structure:
.png)
Molecular Formula: C6H18LiNSi2
Molecular Weight: 167.3258
IUPAC Name: [Dimethyl-(trimethylsilylamino)silyl]methane
Synonyms of Lithium bis(trimethylsilyl)amide (CAS NO.4039-32-1): Bis(trimethylsilyl)amido lithium ; Bis(trimethylsilyl)amidolithium ; Disilazane, 1,1,1,3,3,3-hexamethyl-, lithium salt ; EINECS 223-725-6 ; Hexamethyldisilazane lithium salt ; Lithium hexamethyldisilazane ; Lithium tris(trimethylsilyl)amine ; Lithium, (bis(trimethylsilyl)amino)- ; Lithiumbis(trimethylsilyl)amine ; N-Lithiohexamethyldisilazane ; NSC 252161 ; Silanamine, 1,1,1-trimethyl-N-(trimethylsilyl)-, lithium salt ; Silanamine, 1,1,1-trimethyl-N-(trimethylsilyl)-, lithium salt (1:1)
CAS NO: 4039-32-1
Classification Code: Classes of Metal Compounds ; Li (Lithium) Compounds ; Si (Classes of Silicon Compounds);Silazanes;Silicon Compounds (for Synthesis) ; Si-N Compounds ; Synthetic Organic Chemistry ; Typical Metal Compounds
Melting point: 73°C
H bond acceptors: 1
Freely Rotating Bonds: 3
Lithium bis(trimethylsilyl)amide Uses
Lithium bis(trimethylsilyl)amide (CAS NO.4039-32-1) can be used for the aldol condensation, and also is commonly used organic base.
Lithium bis(trimethylsilyl)amide Safety Profile
Hazard Codes of Lithium bis(trimethylsilyl)amide (CAS NO.4039-32-1): 
F,
C,
N
Risk Statements: 11-34-48/20-63-65-67-51/53-35-62-14
R11: Highly flammable.
R34: Causes burns.
R48: Danger of serious damage to health by prolonged exposure.
R20: Harmful by inhalation.
R63: Possible risk of harm to the unborn child.
R65: Harmful: may cause lung damage if swallowed.
R67: Vapours may cause drowsiness and dizziness.
R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R35: Causes severe burns.
R62: Risk of impaired fertility.
R14: Reacts violently with water.
Safety Statements: 9-16-26-29-33-36/37/39-45-61-62-57-43
S9: Keep container in a well-ventilated place.
S16: Keep away from sources of ignition.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S29: Do not empty into drains.
S33: Take precautionary measures against static discharges.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
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.
S57: Use appropriate container to avoid environmental contamination.
S43: In case of fire use ... (there follows the type of fire-fighting equipment to be used.)
RIDADR: UN 2925 4.1/PG 2
WGK Germany: 3
F: 10-23
TSCA: Yes
HazardClass: 4.3
PackingGroup: II
Unstable in air. Ignites when compressed. Upon decomposition it emits toxic fumes of LI2O and NOx. See also LITHIUM COMPOUNDS, SILANE, and AMIDES.
Lithium bis(trimethylsilyl)amide Specification
Stability and Reactivity of Lithium bis(trimethylsilyl)amide (CAS NO.4039-32-1).
Chemical Stability: Moisture sensitive.
Conditions to Avoid: Incompatible materials, ignition sources, exposure to moist air or water.
Incompatibilities with Other Materials Oxidizing materials, water, acids.
Hazardous Decomposition Products Nitrogen oxides, carbon monoxide, carbon dioxide, silicon dioxide, lithium oxide.
Hazardous Polymerization Has not been reported.
First Aid Measures.
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin: Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion: Do not induce vomiting. Get medical aid immediately.
Inhalation: Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Notes to Physician: Treat symptomatically and supportively.
Handling and Storage of:
Handling: Use spark-proof tools and explosion proof equipment. Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Handle under an inert atmosphere. Use only in a chemical fume hood.
Storage: Keep away from sources of ignition. Store in a cool, dry place. Store in a tightly closed container. Flammables-area. Corrosives area. Store under nitrogen.
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