189871

Sigma-Aldrich

Ethylmagnesium bromide solution

3.0 M in diethyl ether

Synonym(s):
EtMgBr solution
Linear Formula:
CH3CH2MgBr
CAS Number:
Molecular Weight:
133.27
Beilstein/REAXYS Number:
3587203
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

reaction suitability

reaction type: Grignard Reaction

concentration

3.0 M in diethyl ether

density

1.02 g/mL at 25 °C

SMILES string

CC[Mg]Br

InChI

1S/C2H5.BrH.Mg/c1-2;;/h1H2,2H3;1H;/q;;+1/p-1

InChI key

TWTWFMUQSOFTRN-UHFFFAOYSA-M

Looking for similar products? Visit Product Comparison Guide

General description

Ethylmagnesium bromide, an organomagnesium compound, is commonly known as Grignard reagent. It is a powerful carbon nucleophile mainly used for C-C bond formation.

Application

Ethylmagnesium bromide solution (3.0 M in diethyl ether) can be used for copper(I)-catalyzed allylic substitution reaction.

Packaging

8 L in Kilo-Lab™
4×25, 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

Target Organs

Central nervous system

Supp Hazards

EUH014 - EUH019

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3399A 4.3(3) / PGI

WGK Germany

WGK 1

Flash Point(F)

-40.0 °F - closed cup

Flash Point(C)

-40 °C - closed cup

Certificate of Analysis
Certificate of Origin
Enantioselective Copper-Catalyzed SN2? Substitution with Grignard Reagents.
Alexakis A, et al.
Synlett, 0927-0930 (2001)
Organic Chemistry, 542-542 (2008)
Janne E Tønder et al.
Organic & biomolecular chemistry, 2(10), 1447-1455 (2004-05-12)
Copper mediated allylic substitutions and conjugate additions to geranyl, cinnamyl and allylic indole compounds have been investigated with the aim of finding a method for the creation of the all-carbon quaternary centre present in the natural product lyngbyatoxin A. Reaction...
T Nishiyama et al.
Chemical & pharmaceutical bulletin, 48(12), 1999-2002 (2001-01-06)
The direct alpha-bromination of various ketones using trifluoromethanesulfonic anhydride and Grignard reagent or magnesium bromide in ether gave the corresponding alpha-bromo ketones in moderate to good yields under mild reaction conditions.
F Turon et al.
Lipids, 37(8), 817-821 (2002-10-10)
An analytical procedure was developed for regiodistribution analysis of TAG using alpha-MAG prepared by an ethyl magnesium bromide deacylation. In the present communication, the deacylation procedure is shown to lead to representative alpha-MAG, allowing the composition of the native TAG...

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

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.