Skip to Content
Merck
All Photos(2)

Key Documents

468568

Sigma-Aldrich

Hexyllithium solution

2.3 M in hexane

Synonym(s):

1-Hexyllithium, n-Hexyllithium, Hexane - lithium complex

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CH3(CH2)5Li
CAS Number:
Molecular Weight:
92.11
Beilstein:
3600261
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

concentration

2.3 M in hexane

bp

69 °C

density

0.708 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[Li]CCCCCC

InChI

1S/C6H13.Li/c1-3-5-6-4-2;/h1,3-6H2,2H3;

InChI key

RMKNFFPDYCVCDI-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Hexyllithium solution is an organolithium compound used in organic synthesis as a strong base, alkylating agent, and lithiation reagent.

Application

Hexyllithium solution can be used as an alkylating agent in the:
  • Ni-catalyzed cross-coupling with aryl halides.
  • Cu-catalyzed enantioselective allylic alkylation.
It can also be used as a lithiation agent for the lithiation of azetidines.

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 Chronic 2 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Repr. 2 - Skin Corr. 1A - STOT RE 2 Inhalation - STOT SE 3 - Water-react 1

Target Organs

Central nervous system, Nervous system

Supplementary Hazards

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 3

Flash Point(F)

15.8 °F - closed cup

Flash Point(C)

-9 °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

Jacqueline E Cloud et al.
Angewandte Chemie (International ed. in English), 53(52), 14527-14532 (2014-11-05)
The synthesis of colloidal nanocrystals (NCs) of lithiated group 14 elements (Z=Si, Ge, and Sn) is reported, which are Li4.4 Si, Li3.75 Si, Li4.4 Ge, and Li4.4 Sn. Lix Z compounds are highly reactive and cannot be synthesized by existing methods.

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