| Identification | More | [Name]
Lithium bis(trimethylsilyl)amide | [CAS]
4039-32-1 | [Synonyms]
1,1,1,3,3,3-HEXAMETHYLDISILAZANE LITHIUM SALT
1,1,1,3,3,3-HEXAMETHYLDISILAZAN LITHIUMSALZ
HEXAMETHYLDISILAZANE LITHIUM SALT
LHMDS
LIHMDS
LITHIUM-BIS-(TRIMETHYLSILYL)-AMID
LITHIUM BIS(TRIMETHYLSILYL)AMIDE
LITHIUM HEXAMETHYLDISILAZANE
LITHIUM HEXAMETHYLDISILAZIDE
N-LITHIOHEXAMETHYLDISILAZANE
1,1,1-trimethyl-n-(trimethylsilyl)-silanaminlithiumsalt
lithium-bis-(trimethylsilyl)-amide(30%inthf)
Lithium bis(trimethylsilyl)amide solution
LITHIUM BIS(TRIMETHYLSILYL)AMIDE, 1 M &
LITHIUM BIS(TRIMETHYLSILYL)AMIDE SOL.,~1 M IN HEXANE
LITHIUM BIS(TRIMETHYLSILYL)AMIDE 1 M SOLUTION IN TERT-BUTYL METHYL ETHER
LITHIUM BIS(TRIMETHYLSILYL)AMIDE SOLUTIO N,~1 M IN THF
LITHIUM BIS(TRIMETHYLSILYL)AMIDE, 1.0M S OLUTION IN HEXANES
LITHIUM BIS(TRIMETHYLSILYL)AMIDE, 1.0M S OLUTION IN TETRAHYDROFURAN
LITHIUM BIS(TRIMETHYLSILYL)AMIDE,20%(CA 1.06M)SOLN IN THF | [EINECS(EC#)]
223-725-6 | [Molecular Formula]
C6H18LiNSi2 | [MDL Number]
MFCD00008261 | [Molecular Weight]
167.33 | [MOL File]
4039-32-1.mol |
| Chemical Properties | Back Directory | [Appearance]
yellowish to brown slightly turbid solution | [Melting point ]
73°C | [Boiling point ]
55-56 °C
| [density ]
0.891 g/mL at 25 °C
| [refractive index ]
n20/D 1.425(lit.)
| [Fp ]
48 °F
| [storage temp. ]
below 5° C | [solubility ]
hydrolysis | [form ]
Powder | [color ]
White | [Specific Gravity]
0.891 | [Water Solubility ]
hydrolysis | [Hydrolytic Sensitivity]
8: reacts rapidly with moisture, water, protic solvents | [Sensitive ]
Air & Moisture Sensitive | [Detection Methods]
GC | [BRN ]
3567910 | [Exposure limits]
ACGIH: TWA 50 ppm; STEL 100 ppm (Skin)
OSHA: TWA 200 ppm(590 mg/m3)
NIOSH: IDLH 2000 ppm; TWA 200 ppm(590 mg/m3); STEL 250 ppm(735 mg/m3) | [InChIKey]
YNESATAKKCNGOF-UHFFFAOYSA-N | [Uses]
Lithium bis(trimethylsilyl)amide is used as nonnucleophilic base to generate kinetic ketone and ester enolates. It is considerably more selective than LDA and undesired reductions (e.g., of nonenolizable ketones observed in the case of LDA) can be avoided by using LHMDS. | [CAS DataBase Reference]
4039-32-1(CAS DataBase Reference) | [Storage Precautions]
Moisture sensitive;Store under nitrogen | [EPA Substance Registry System]
4039-32-1(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
F,C,N | [Risk Statements ]
R11:Highly Flammable.
R34:Causes burns.
R48/20:Harmful: danger of serious damage to health by prolonged exposure through inhalation .
R63:Possible risk of harm to the unborn child.
R65:Harmful: May cause lung damage if swallowed.
R67:Vapors 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.
R20:Harmful by inhalation.
R62:Possible risk of impaired fertility.
R14:Reacts violently with water. | [Safety Statements ]
S9:Keep container in a well-ventilated place .
S16:Keep away from sources of ignition-No smoking .
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 label where possible) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S62:If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label .
S57:Use appropriate container to avoid environmental contamination .
S43:In case of fire, use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add-Never use water) . | [RIDADR ]
UN 2925 4.1/PG 2
| [WGK Germany ]
3
| [F ]
10-23 | [TSCA ]
Yes | [HazardClass ]
4.3 | [PackingGroup ]
II | [HS Code ]
29319090 |
| Hazard Information | Back Directory | [Chemical Properties]
light yellow to yellow crystalline powder | [Physical properties]
distillable low-melting solid; mp 70–72 °C, bp
115 °C/1mmHg. LHMDS is a cyclic trimer in the solid state,3
whereas in benzene solution it exists in a monomer–dimer
equilibrium. LHMDS exists as a tetramer-dimer mixture in
hydrocarbons and as a dimer-monomer mixture in THF and
ether. Treatment of LHMDS with trialkylamines increases the
monomer concentration, whereas the use of diamines affords
exclusively the corresponding chelated monomer. LHMDS
is less soluble, less basic, more stable, and much less sensitive
to air compared to lithium diisopropylamide. pKa 29.5 (THF,
27 °C). | [Preparation]
It is conveniently prepared by the reaction of
hexamethyldisilazane with n-butyllithium in hexane. For most
uses the hexane is then evaporated and replaced with THF. | [General Description]
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product, 0.5 M in 2-methyltetrahydrofuran aligns with Safer Solvents and Auxiliaries, Use of Renewable Feedstocks and Inherently Safer Chemistry for Accident Prevention. Click here for more information. | [Flammability and Explosibility]
Highlyflammable |
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