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Merck
CN

186198

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:
Molecular Weight:
64.06
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3587204
Concentration:
1.7 M in pentane
Form:
liquid
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vapor density

~3 (vs air)

Quality Level

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

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.

Legal Information

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


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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

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

Regulatory Information

危险化学品

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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)
Xinyi Chia et al.
ACS nano, 9(5), 5164-5179 (2015-04-22)
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
Adeline Huiling Loo et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 16(11), 2304-2306 (2015-05-28)
Owing to the attractive properties that transition metal dichalcogenides (TMDs) display, they have found recent application in the fabrication of biosensing devices. These devices involve the immobilization of a recognition element such as DNA onto the surface of TMDs. Therefore



Global Trade Item Number

SKUGTIN
186198-1L04061837883392
186198-100ML04061837880063
186198-4X100ML04061838757968
186198-4X25ML04061838757975
186198-800ML04061838757982
186198-8L04061837880100