Disposal of this solution should be conducted in accordance with local regulations. Contacting the Environmental Health and Safety department or a local chemical waste disposal company is recommended for proper guidance.
230707
n-Butyllithium solution
2.5 M in hexanes
n-Butyllithium solution
Synonym(s):
n-BuLi, Butyl lithium, Butyllithium solution, Lithium-1-butanide
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| Size/SKU | Availability | Price |
|---|---|---|
100 mL | Check Cart for Availability | $80.00 |
4 x 25 mL | Estimated to ship onJuly 01, 2026fromMILWAUKEE | $80.80 |
4 x 100 mL | Check Cart for Availability | $220.00 |
800 mL | Check Cart for Availability | $252.00 |
8 L | Check Cart for Availability | $1,470.00 |
18 L | Check Cart for Availability | $2,320.00 |
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:
2.5 M in hexanes
Form:
liquid
form
liquid
Quality Segment
concentration
2.5 M in hexanes
density
0.693 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
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.
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[1] 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
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
1 of 1
This Item | |||
|---|---|---|---|
| concentration 2.5 M in hexanes | concentration 2.0 M in cyclohexane | concentration 2.7 M in heptane | concentration 10.7 M in hexanes |
| Quality Level 200 | Quality Level 200 | Quality Level 200 | Quality Level 100 |
| form liquid | form liquid | form liquid | form liquid |
| storage temp. 2-8°C | storage temp. 2-8°C | storage temp. 2-8°C | storage temp. 2-8°C |
| density 0.693 g/mL at 25 °C | density 0.775 g/mL at 25 °C | density 0.71 g/mL at 20 °C | density 0.761 g/mL at 25 °C |
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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
-7.6 °F - closed cup
flash_point_c
-22 °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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How should I dispose this solution after usage in glove box?
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How can I determine the shelf life / expiration / retest date of this product?
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If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdfHelpful?
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How is shipping temperature determined? And how is it related to the product storage temperature?
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Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf
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Why is there a plastic layer around the glass bottle?
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The plastic (PVC) coating on the glass bottle is an added safety measure in high-wear situations. The coating also provides a degree of shatter resistance to the glass bottle, as well a an improved gripping surface when compared to non-coated glass.
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How are the 100 ml and 800 ml unit sizes of Product 230707, Butyllithium solution,packaged?
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They are packaged in our Sure-Seal™ bottle, which have a crown cap with a PTFE/elastomer liner crimped into place.
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What are common uses for Product 230707, Butyllithium solution?
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Butyllithium is widely use as a polymerization initiator in the production of elastomers such as polybutadiene or styrene-butadiene-styrene (SBS). It is also broadly employed as a strong base (superbase) in organic synthesis, both industrially and in the laboratory.
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What is the Department of Transportation shipping information for this product?
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Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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Is it necessary to handle Product 230707, Butyllithium solution, under inert atmosphere?
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This product ignites on exposure to air and should be handled under inert atmosphere such as under nitrogen.
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What should I do if precipitate is present in Product 230707, Butyllithium solution?
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Haziness may form upon storage but does not affect the specification. If precipitation is present, then gently mix precipitate back into solution under an inert atmosphere.
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How are the 8 L and 18 L unit sizes of Product 230707, Butyllithium solution, packaged?
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They are packaged in our Kilo-Lab™ cylinder.
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