335452
三甲基硅烷基乙炔锂 溶液
0.5 M in THF
别名:
三甲基硅基乙炔锂
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关于此项目
线性分子式:
(CH3)3SiC≡CLi
化学文摘社编号:
分子量:
104.15
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3587411
产品名称
三甲基硅烷基乙炔锂 溶液, 0.5 M in THF
InChI
1S/C5H9Si.Li/c1-5-6(2,3)4;/h2-4H3;
SMILES string
[Li]C#C[Si](C)(C)C
InChI key
ZVXXEONXFWSCIZ-UHFFFAOYSA-N
form
liquid
concentration
0.5 M in THF
density
0.88 g/mL at 25 °C
Quality Level
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Application
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.
Reacts with halotriazines to produce conductive, anisotropic carbon-nitrogen materials.
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
signalword
Danger
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
target_organs
Respiratory system
supp_hazards
存储类别
3 - Flammable liquids
wgk
WGK 3
flash_point_f
-9.4 °F - closed cup
flash_point_c
-23 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
法规信息
危险化学品
此项目有
Lithium (Trimethylsilyl) acetylide
Fuhry MM
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Sequential addition reaction of lithium acetylides and Grignard reagents to thioiminium salts from thiolactams leading to 2, 2-disubstituted cyclic amines
M Toshiaki, et al.
Tetrahedron, 62(26), 6312-6320 (2006)
Chemistry of Materials, 6, 636-636 (1994)
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