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Merck

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
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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 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


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Class I Designated Chemical Substances

prtr

Group 4: Flammable liquids + Type 1 petroleums + Hazardous rank II + Water insoluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

335452-BULK: + 335452-50ML:4548173136639 + 335452-500ML:4548173136622 + 335452-4X25ML: + 335452-VAR:

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