n-Butyllithium solution
ALDRICH/230707 - 2.5 M in hexanes
Synonym: n-BuLi; Butyl lithium; Butyllithium solution; Lithium-1-butanide
CAS Number: 109-72-8
Empirical Formula (Hill Notation): C4H9Li
Molecular Weight: 64.06
MDL Number: MFCD00009414
Linear Formula: CH3(CH2)3Li
Product Type: Chemical
25 mL Sure/Seal™ Packaging
4×100 Pull-top Can
Photo is meant to be representative of product you will receive if ordered. Additional information is printed on actual labels and package types are subject to change.
Photo is meant to be representative of product you will receive if ordered. Additional information is printed on actual labels and package types are subject to change.
| concentration | 2.5 M in hexanes |
| density | 0.693 g/mL at 25 °C |
| form | liquid |
| InChI | 1S/C4H9.Li/c1-3-4-2;/h1,3 |
| InChI key | MZRVEZGGRBJDDB-UHFFFAOYSA |
| Quality Level | 200  |
| SMILES string | [Li]CCCC |
| storage temp. | 2-8°C |
| 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: • 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 |
| 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. |
| Legal Information: | Sure/Seal is a trademark of Sigma-Aldrich Co. LLC |
| Packaging: | 4×25, 100, 4×100, 800 mL in Sure/Seal™ |
| Packaging: | 8, 18 L in Kilo-Lab™ |
| Packaging: | The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product. |
| Packaging: | View returnable container options . |
| Symbol |      GHS02,GHS05,GHS07,GHS08,GHS09 |
| Signal word | Danger |
| Hazard statements | H225 - H250 - H260 - H304 - H314 - H336 - H361f - H411 |
| Precautionary statements | P210 - P231 + P232 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 |
| Hazard Codes | F,C,N |
| Risk Statements | 11-14/15-17-34-48/20-51/53-62-65-67 |
| Safety Statements | 26-36/37/39-43-45-61-62 |
| RIDADR | UN3394 - class 4.2 - PG 1 - EHS - Organometallic substance, liqu |
| WGK Germany | WGK 3 |
| Flash Point(F) | -7.6 °F - closed cup |
| Flash Point(C) | -22 °C - closed cup |
| Supplemental Hazard Statements | EUH014 |
| Density | 0.693 g/mL at 25 °C |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352103 |