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Key Documents

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:
Molecular Weight:
133.27
Beilstein:
3587203
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

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.

concentration

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

density

1.142 g/mL at 25 °C

greener alternative category

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

Hazard Classifications

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

Supplementary Hazards

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

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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M Wältermann et al.
Microbiology (Reading, England), 146 ( Pt 5), 1143-1149 (2000-06-01)
The triacylglycerol (TAG)-accumulating, hydrocarbon-degrading bacterium Rhodococcus opacus strain PD630 and chemically induced storage-deficient mutants derived from this strain were investigated for their capability to accumulate storage lipids in the cytoplasm during cultivation under nitrogen-limiting conditions. Acylglycerols were analysed by matrix-associated
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
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
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

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