186198

tert-Butyllithium solution

1.7 M in pentane

• Synonym(s): Lithium-2-methyl-2-propanide, t-BuLi
• 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

Properties

• 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

Description

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

Safety Information

• Pictograms: GHS02,GHS05,GHS07,GHS08,GHS09
• Signal Word: Danger
• Hazard Statements: H225 - H250 - H260 - H304 - H314 - H336 - H411
• Precautionary Statements: P210 - P231 + P232 - P280 - P301 + P310 + P331 - P301 + P330 + P331 - P303 + P361 + P353 - P305 + P351 + P338 + P310 - P370 + P378
• 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