Merck
All Photos(3)

197343

Sigma-Aldrich

Methyllithium solution

1.6 M in diethyl ether

Synonym(s):
Lithium methanide, MeLi
Empirical Formula (Hill Notation):
CH3Li
CAS Number:
Molecular Weight:
21.98
Beilstein:
3587162
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

vapor density

3 (vs air)

form

liquid

composition

halide, ~0.05 M

concentration

1.6 M in diethyl ether

density

0.732 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[Li]C

InChI

1S/CH3.Li/h1H3;

InChI key

DVSDBMFJEQPWNO-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Methyllithium is an organolithium reagent mainly used for deprotonation and as a source of methyl anion. It is a strong base and a strong nucleophile.

Application

Methyllithium solution (1.6M in diethyl ether) has been used for the asymmetric allylic alkylation (AAA) of allylic electrophiles in the presence of a chiral copper catalyst. This protocol leads to the C-C bond formation of tertiary and quaternary stereogenic centers with high enantioselectivity. It can also be used for the synthesis of (−)-salsolidine by reacting with 6,7-dimethoxy-3,4-dihydroisoquinoline in the presence of (−)-sparteine as a chiral ligand.

Packaging

1 L in Sure/Seal™
8, 18 L in Kilo-Lab™
4×25, 50, 100, 4×100, 800 mL in Sure/Seal™
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

Acute Tox. 4 Oral - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react 1

Supplementary Hazards

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 1

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

More Documents

SDS

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