468568
Hexyllithium solution
2.3 M in hexane
Synonym(s):
1-Hexyllithium, n-Hexyllithium, Hexane - lithium complex
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About This Item
Linear Formula:
CH3(CH2)5Li
CAS Number:
Molecular Weight:
92.11
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3600261
Concentration:
2.3 M in hexane
Form:
liquid
form
liquid
Quality Level
concentration
2.3 M in hexane
bp
69 °C
density
0.708 g/mL at 25 °C
storage temp.
2-8°C
SMILES string
[Li]CCCCCC
InChI
1S/C6H13.Li/c1-3-5-6-4-2;/h1,3-6H2,2H3;
InChI key
RMKNFFPDYCVCDI-UHFFFAOYSA-N
General description
Hexyllithium solution is an organolithium compound used in organic synthesis as a strong base, alkylating agent, and lithiation reagent.
Application
Hexyllithium solution can be used as an alkylating agent in the:
- Ni-catalyzed cross-coupling with aryl halides.
- Cu-catalyzed enantioselective allylic alkylation.
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
target_organs
Central nervous system, Nervous system
supp_hazards
Storage Class
4.2 - Pyrophoric and self-heating hazardous materials
wgk
WGK 3
flash_point_f
15.8 °F - closed cup
flash_point_c
-9 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Classifications
Aquatic Chronic 2 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Repr. 2 - Skin Corr. 1A - STOT RE 2 Inhalation - STOT SE 3 - Water-react. 1
Regulatory Information
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Jacqueline E Cloud et al.
Angewandte Chemie (International ed. in English), 53(52), 14527-14532 (2014-11-05)
The synthesis of colloidal nanocrystals (NCs) of lithiated group 14 elements (Z=Si, Ge, and Sn) is reported, which are Li4.4 Si, Li3.75 Si, Li4.4 Ge, and Li4.4 Sn. Lix Z compounds are highly reactive and cannot be synthesized by existing methods.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 468568-PZ | 04061824588279 |
| 468568-100ML | 04061837882074 |
| 468568-1L | 04061832358611 |