186171
n-Butyllithium solution
1.6 M in hexanes
Synonym(s):
n-BuLi, Butyl lithium, Butyllithium solution, Lithium-1-butanide
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About This Item
Linear Formula:
CH3(CH2)3Li
CAS Number:
Molecular Weight:
64.06
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1209227
Concentration:
1.6 M in hexanes
Form:
liquid
form
liquid
Quality Level
concentration
1.6 M in hexanes
density
0.68 g/mL at 25 °C
storage temp.
2-8°C
SMILES string
[Li]CCCC
InChI
1S/C4H9.Li/c1-3-4-2;/h1,3-4H2,2H3;
InChI key
MZRVEZGGRBJDDB-UHFFFAOYSA-N
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Application
- Copolymerization of butadiene and styrene under the influence of n-butyllithium: This study explores the copolymerization process using n-butyllithium as a catalyst, which is significant for the development of new synthetic rubber materials (V Bronskaya et al., 2023).
- Modifiers of n-Butyllithium in the Synthesis of Polybutadiene and Styrene-Butadiene Rubbers: Explores the use of n-butyllithium with different modifiers in the synthesis of industrial rubbers, important for understanding the control of polymer properties (VS Glukhovskoi et al., 2014).
- Aggregation and Solvation of n-Butyllithium: Examines the aggregation behavior and solvation properties of n-butyllithium in various solvents, providing insights into its chemical interactions essential for organic synthesis (O Tai et al., 2017).
Packaging
The Kilo-Lab® cylinders are only available in the US. The cylinder types will vary according to country.
The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.
The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.
Other Notes
May contain trace amounts of LiCl.
Legal Information
Kilo-Lab is a registered trademark of Merck KGaA, Darmstadt, Germany
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
signalword
Danger
target_organs
Central nervous system
supp_hazards
Storage Class
4.2 - Pyrophoric and self-heating hazardous materials
wgk
WGK 3
flash_point_f
-14.8 °F - closed cup
flash_point_c
-26 °C - closed cup
Hazard Classifications
Aquatic Chronic 2 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Repr. 2 - Skin Corr. 1B - STOT SE 3 - Water-react. 1
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Journal of the American Chemical Society, 111, 2981-2981 (1989)
Yuqiang Ma et al.
ACS nano, 9(7), 7383-7391 (2015-07-01)
Two-dimensional (2D) semiconducting monolayer transition metal dichalcogenides (TMDCs) have stimulated lots of interest because they are direct bandgap materials that have reasonably good mobility values. However, contact between most metals and semiconducting TMDCs like 2H phase WSe2 are highly resistive
Michael A Tarselli et al.
Organic letters, 11(20), 4596-4599 (2009-10-09)
A procedure for the coupling of aliphatic imines with allylic and allenic alkoxides is described. The success of these studies was enabled by a unique reactivity profile of Ti(IV) isopropoxide/n-BuLi compared to well-known Ti(IV) isopropoxide/RMgX systems.
J P Parente et al.
Carbohydrate research, 141(1), 41-47 (1985-08-15)
Treatment of dimethyl sulfoxide with butyllithium leads to rapid formation of lithium methylsulfinyl carbanion. The reaction products tend to be significantly freer from impurities when lithium methylsulfinyl carbanion is used rather than sodium or potassium methylsulfinyl carbanion. This reagent gives
Lawrence M Pratt et al.
The Journal of organic chemistry, 68(16), 6387-6391 (2003-08-05)
The effects of lithium dialkylamide structure, mixed aggregate formation, and solvation on the stereoselectivity of ketone enolization were examined. Of the lithium dialkylamides examined, lithium tetramethylpiperidide (LiTMP) in THF resulted in the best enolization selectivity. The stereoselectivity was further improved
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