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186198

Sigma-Aldrich

tert-Butyllithium solution

1.7 M in pentane

Synonym(s):

Lithium-2-methyl-2-propanide, t-BuLi

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About This Item

Linear Formula:
(CH3)3CLi
CAS Number:
594-19-4
Molecular Weight:
64.06
Beilstein:
3587204
MDL number:
MFCD00008795
UNSPSC Code:
12352103
PubChem Substance ID:
24851206
NACRES:
NA.22

vapor density

~3 (vs air)

Quality Level

200

form

liquid

concentration

1.7 M in pentane

density

0.652 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[Li]C(C)(C)C

InChI

1S/C4H9.Li/c1-4(2)3;/h1-3H3;

InChI key

BKDLGMUIXWPYGD-UHFFFAOYSA-N

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General description

tert-Butyllithium solution (tert-BuLi) is an organolithium compound, used as a strong base in organic chemistry. It facilitates lithium-halogen exchange reaction and also can be employed in the deprotonation of C-H compounds and amines.

Application

tert-Butyllithium solution can be used as a strong base in the synthesis of:
  • Alkyllithium derivatives form alkyl iodides and diiodoalkanes by halogen-lithium exchange reaction.
  • Inorganic polymer [(LiMo3Se3)n] from [(InMo3Se3)n] by reductive intercalation method.
  • Adducts of cinnamic acid (1,3- and 1,4-adducts) by reacting with C-C double of cinnamic acid.

Packaging

The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.
View returnable container options.

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Signal Word

Danger

Hazard Classifications

Aquatic Chronic 2 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react 1

Target Organs

Central nervous system

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 2

Flash Point(F)

-56.2 °F - closed cup

Flash Point(C)

-49 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Clean and convenient procedure for converting primary alkyl iodides and. alpha.,. omega.-diiodoalkanes into the corresponding alkyllithium derivatives by treatment with tert-butyllithium
Negishi E, et al.
The Journal of Organic Chemistry, 55(19), 5406-5409 (1990)
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Layered transition metal dichalcogenides (TMDs) have been the center of attention in the scientific community due to their properties that can be tapped on for applications in electrochemistry and hydrogen evolution reaction (HER) catalysis. We report on the effect of
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Because of the pivotal role of cyclooxygenase (COX) in the inflammatory processes, non-steroidal anti-inflammatory drugs (NSAIDs) that suppress COX activities have been used clinically for the treatment of inflammatory diseases/syndromes; however, traditional NSAIDs exhibit serious side-effects such as gastrointestinal damage

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