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189871

Sigma-Aldrich

Ethylmagnesium bromide solution

3.0 M in diethyl ether

Synonym(s):

EtMgBr solution

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100 G
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25 G
CN¥620.51
100 G
CN¥1,541.57
500 G
CN¥2,269.88

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:
24851402
NACRES:
NA.22

CN¥620.51

Estimated to ship onApril 07, 2025Details

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form

liquid

Quality Level

100

reaction suitability

reaction type: Grignard Reaction

concentration

3.0 M in diethyl ether

bp

34.6 °C/1.013  hPa

density

1.02 g/mL at 25 °C

SMILES string

[CC[Mg]Br]
CC[Mg]Br

InChI

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

InChI key

[HSNUIYJWTSJUMS-UHFFFAOYSA-N]
TWTWFMUQSOFTRN-UHFFFAOYSA-M

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Oxaloacetic acid

solubility

H2O: 1 g/10 mL, clear to slightly hazy, colorless to almost colorless

solubility

water: 100 mg/mL, clear to slightly hazy, colorless to faintly yellow

solubility

water: 100 mg/mL, clear to slightly hazy, colorless to almost colorless

solubility

H2O: 100 mg/mL, clear to slightly hazy, colorless to light yellow

Quality Level

300

Quality Level

200

Quality Level

200

Quality Level

200

mp

114-118 °C

mp

-

mp

-

mp

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

form

crystals

form

powder

form

powder or crystals

form

powder

General description

Ethylmagnesium bromide, an organomagnesium compound, is commonly known as Grignard reagent.[1] It is a powerful carbon nucleophile mainly used for C-C bond formation.[2]

Application

Ethylmagnesium bromide solution (3.0 M in diethyl ether) can be used for copper(I)-catalyzed allylic substitution reaction.[2]

Packaging

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

Legal Information

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

Signal Word

Danger

Hazard Statements

H224,H260,H302,H314,H336

Hazard Classifications

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

Target Organs

Respiratory system

Supplementary Hazards

EUH014,EUH019

Storage Class Code

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

WGK

WGK 1

Flash Point(F)

-40.0 °F - closed cup

Flash Point(C)

-40 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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    Certificates of Analysis (COA)

    Lot/Batch Number
    SHBR5531
    STBL4510
    STBL2591
    STBK6188
    STBK9710

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    Enantioselective Copper-Catalyzed SN2? Substitution with Grignard Reagents.
    Alexakis A, et al.
    Synlett, 0927-0930 (2001)
    Organic Chemistry, 542-542 (2008)
    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
    View All Related Papers

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