Skip to Content
Merck
All Photos(2)

Documents

195596

Sigma-Aldrich

sec-Butyllithium solution

1.4 M in cyclohexane

Synonym(s):

Lithium-2-butanide, s-BuLi

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CH3CH2CH(CH3)Li
CAS Number:
Molecular Weight:
64.06
Beilstein:
3587206
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

concentration

1.4 M in cyclohexane

density

0.769 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[Li]C(C)CC

InChI

1S/C4H9.Li/c1-3-4-2;/h3H,4H2,1-2H3;

InChI key

VATDYQWILMGLEW-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

sec-Butyllithium solution (1.4M in cyclohexane) has been used in the multi-step synthesis of 5-methyl-5,6-dihydrothymidine (5-MDHT) from thymidine. It has also been used in the copper-catalyzed asymmetric allylic alkylation (AAA) of allyl bromides, chlorides, and ethers in the presence of a chiral ligand.

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

Signal Word

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - 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)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Dimitrios Moschovas et al.
Nanomaterials (Basel, Switzerland), 10(8) (2020-08-06)
The synthesis, molecular and morphological characterization of a 3-miktoarm star terpolymer of polystyrene (PS, M¯n = 61.0 kg/mol), polybutadiene (PB, M¯n = 38.2 kg/mol) and polyisoprene (PI, M¯n = 29.2 kg/mol), corresponding to volume fractions (φ) of 0.46, 0.31 and
Jason V Chari et al.
The Journal of organic chemistry, 84(6), 3652-3655 (2019-03-07)
Silyl triflate precursors to cyclic alkynes and allenes serve as valuable synthetic building blocks. We report a concise and scalable synthetic approach to prepare the silyl triflate precursors to cyclohexyne and 1,2-cyclohexadiene. The strategy involves a retro-Brook rearrangement of an
Lukasz Otulakowski et al.
Polymers, 12(1) (2020-01-17)
In this work, the self-assembly of a series of amphiphilic polystyrene-b-polyglycidol (PS-b-PGL) diblock copolymers in dioxane and dioxane/water mixtures is presented. The PS-b-PGL have an average degree of polymerization (DP) of PS block equal to 29 units and varied degrees
Qinghui Wang et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 118, 32-39 (2018-03-20)
Tumor pH detection and pH value change monitoring have been of great interest in the field of nanomedicine. In this study, a pH-sensitive near-infrared fluorescence probe SiRB (Si-rhodamine and Boronic acid group) was synthesized by introducing a boronic acid group
Leixing Chen et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 24(68), 18012-18019 (2018-11-15)
Although living polymerization methods are widely applicable to organic monomers, their application to inorganic monomers is rare. For the first time, we show that the living poly(methylenephosphine) (PMPn- ) anion can function as a macroinitiator for olefins. Specifically, the phosphaalkene

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service