335452
Lithium (trimethylsilyl)acetylide solution
0.5 M in THF
Synonym(s):
(Trimethylsilyl)ethynyllithium
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About This Item
Linear Formula:
(CH3)3SiC≡CLi
CAS Number:
Molecular Weight:
104.15
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3587411
Pricing and availability is not currently available.
form
liquid
Quality Segment
concentration
0.5 M in THF
density
0.88 g/mL at 25 °C
SMILES string
[Li]C#C[Si](C)(C)C
InChI
1S/C5H9Si.Li/c1-5-6(2,3)4;/h2-4H3;
InChI key
ZVXXEONXFWSCIZ-UHFFFAOYSA-N
Application
Reacts with halotriazines to produce conductive, anisotropic carbon-nitrogen materials.
Lithium (trimethylsilyl)acetylide can be used as a reagent:
- In the transmetalation and nucleophilic displacement reactions.
- To prepare propargylic alcohol derivatives by reacting with aldehydes and ketones.
- To synthesize α,βynones by treating with Weinreb amide or with isoxazolidide.
- Along with Grignard reagent to convert γ- and δ-thiolactams to thioiminium salts, which are employed as key intermediates to produce disubstituted pyrrolidines.
Packaging
The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.
Legal Information
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
Signal Word
Danger
Hazard Codes
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
Target Organs
Central nervous system, Respiratory system
supp_hazards
Storage Class
3 - Flammable liquids
Flash Point (°F)
-9.4 °F - closed cup
Flash Point (°C)
-23 °C - closed cup
PPE (personal protective equipment)
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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