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703591

Sigma-Aldrich

Ethylmagnesium bromide solution

greener alternative

3.4 M in 2-methyltetrahydrofuran

Synonym(s):

Bromoethylmagnesium

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About This Item

Linear Formula:
CH3CH2MgBr
CAS Number:
925-90-6
Molecular Weight:
133.27
Beilstein:
3587203
MDL number:
MFCD00000043
UNSPSC Code:
12352103
PubChem Substance ID:
329762053
NACRES:
NA.22

form

liquid

Quality Level

100

reaction suitability

reaction type: Grignard Reaction

greener alternative product characteristics

Safer Solvents and Auxiliaries
Use of Renewable Feedstocks
Inherently Safer Chemistry for Accident Prevention
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

concentration

3.4 M in 2-methyltetrahydrofuran
40 % (w/w)

density

1.142 g/mL at 25 °C

greener alternative category

, Aligned

SMILES string

CC[Mg]Br

InChI

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

InChI key

TWTWFMUQSOFTRN-UHFFFAOYSA-M

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product, 1.0 M in 2-methyltetrahydrofuran aligns with Safer Solvents and Auxiliaries, Use of Renewable Feedstocks and Inherently Safer Chemistry for Accident Prevention. Click here for more information.

Application

Grignard reagent in greener solvent, 2-methyltetrahydrofuran (2-MeTHF)

2-Methyltetrahydrofuran (2-MeTHF): A Biomass-Derived Solvent with Broad Application in Organic Chemistry

Legal Information

Product of Albemarle US Inc

Signal Word

Danger

Hazard Statements

H225,H260,H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - Water-react 1

Supplementary Hazards

EUH014,EUH019

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 2

Flash Point(F)

24.8 °F - closed cup

Flash Point(C)

-4 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBP5642
SHBN4706
SHBL2455
SHBL4748
SHBL5079

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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
R G Xie et al.
Steroids, 55(11), 488-490 (1990-11-01)
The reaction of ethyl magnesium bromide and 17 alpha-ethynylestradiol with formaldehyde in the presence of triethyl phosphate or hexamethylphosphoramide gave the 2- and 4-formyl-17 alpha-ethynylestradiol in high yield. Treatment of the formyl derivatives with an alkaline solution of hydrogen peroxide
Yuichi Kobayashi et al.
Organic letters, 7(2), 183-186 (2005-01-14)
[Reaction: see text] Low regioselectivity of RMgBr (R = aryl, alkenyl) in the CuCN-catalyzed reaction with 4-cyclopentene-1,3-diol monoacetate is improved by addition of LiCl or MgCl2 to a similar extent as previously obtained with RMgCl (>90:10). The limitation encountered in
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