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Sigma-Aldrich

Methyllithium solution

3.1 M in diethoxymethane

Synonym(s):

Lithium methanide, MeLi

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About This Item

Empirical Formula (Hill Notation):
CH3Li
CAS Number:
917-54-4
Molecular Weight:
21.98
Beilstein:
3587162
MDL number:
MFCD00008253
UNSPSC Code:
12352103
PubChem Substance ID:
24873753
NACRES:
NA.22

Quality Level

100

concentration

3.1 M in diethoxymethane

density

0.846 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[Li]C

InChI

1S/CH3.Li/h1H3;

InChI key

DVSDBMFJEQPWNO-UHFFFAOYSA-N

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Application

Methyllithium solution ( 3.1 M in diethoxymethane) can undergo 1,2-addition to benzaldehyde catalyzed by a 2-(2-hydroxyaryl)alcohol (HAROL) ligand in the presence of titanium isopropoxide to form (S)-1-phenylethan-1-ol.

Packaging

The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Caution

Product might have solid or sediment in the bottom of the bottle.

Legal Information

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

Pictograms

FlameCorrosion
GHS02,GHS05

Signal Word

Danger

Hazard Statements

H225,H250,H260,H314

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - Water-react 1

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 1

Flash Point(F)

5.0 °F - closed cup

Flash Point(C)

-15 °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’.

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Chiral 2-(2-hydroxyaryl) alcohols (HAROLs) with a 1, 4-diol scaffold as a new family of ligands and organocatalysts.
Dilek O, et al.
Tetrahedron, 74(2), 268-286 (2018)
Erik Selander et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(20), 6395-6400 (2015-04-29)
Interactions among microscopic planktonic organisms underpin the functioning of open ocean ecosystems. With few exceptions, these organisms lack advanced eyes and thus rely largely on chemical sensing to perceive their surroundings. However, few of the signaling molecules involved in interactions

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