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About This Item
Linear Formula:
CH3(CH2)3Li
CAS Number:
Molecular Weight:
64.06
UNSPSC Code:
12352142
Beilstein/REAXYS Number:
1209227
MDL number:
NACRES:
NA.22
form
liquid
Quality Level
concentration
2.5 M (in PAO/hexanes mixture)
color
colorless to yellow
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
General description
n-Butyllithium (n-BuLi) is an organolithium reagent commonly used as a strong base in organic synthesis. It is also used as a lithium source for a wide range of lithium bases, such as lithium amides, acetylides, and alkoxides. This n-BuLi is a solution in poly-α-olefin (PAO)/hexanes solvent mixture is considered non-pyrophoric which is demonstrated using EPA’s SW-846 Test Method 1050.
Application
n-BuLi can be used as a strong base to form corresponding lithium salts by the deprotonation of nitrogen, oxygen, phosphorus, and carbon acids. Heterocyclic compounds, such as furans, thiophenes, oxazoles, pyrroles, etc, can be lithiated α to the ring heteroatom using n-BuLi. These lithiated salts react in situ with alkyl halides to obtain useful organic compounds by the formation of the C-C bond. n-BuLi is also a useful reagent for lithium–halogen exchange reactions. Synthesis of various other useful reagents such as lithium diisopropylamide (LDA) and diphenylphosphine is done by in situ reaction with n-BuLi In the polymerization of dienes, n-BuLi is employed as an initiator.
The product is also used in the following reactions:
The product is also used in the following reactions:
- Anionic rearrangement reactions
- Metal-halogen interchange and transmetalation reactions
- Elimination reactions
- [1,2]- and [1,4]-Wittig rearrangement reaction
- Anionic homo-Fries rearrangement reaction
- Asymmetric carbolithiation
Features and Benefits
This n-BuLi formulation in PAO/hexanes is:
- Considered non-pyrophoric demonstrated using EPA’s SW-846 Test Method 1050
- Maintains the same reactivity as traditional n-BuLi reagents
- Compatible with traditional lithiation additives like KOtBu or TMEDA
- More bench stable than traditional n-BuLi reagents
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signalword
Danger
target_organs
Nervous system
supp_hazards
flash_point_f
88.7 °F
flash_point_c
31.5 °C
Storage Class
4.3 - Hazardous materials which set free flammable gases upon contact with water
Hazard Classifications
Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 3 - Repr. 2 - Skin Corr. 1B - STOT RE 1 Inhalation - Water-react. 1
Regulatory Information
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Articles
Transformative reagents enable selective conversions within molecules containing sensitive functionalities under mild reactions.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 939412-100ML | 04065271876675 |
| 939412-400ML | 04065271876682 |


