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189871

Sigma-Aldrich

Ethylmagnesium bromide solution

3.0 M in diethyl ether

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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

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

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1 of 4

This Item
703591364673302430
vibrant-m

189871

Ethylmagnesium bromide solution

vibrant-m

703591

Ethylmagnesium bromide solution

vibrant-m

364673

Ethylmagnesium bromide solution

vibrant-m

302430

Methylmagnesium bromide solution

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

density

1.02 g/mL at 25 °C

density

1.142 g/mL at 25 °C

density

1.010 g/mL at 25 °C

density

0.856 g/mL at 25 °C

reaction suitability

reaction type: Grignard Reaction

reaction suitability

reaction type: Grignard Reaction

reaction suitability

reaction type: Grignard Reaction

reaction suitability

reaction type: Grignard Reaction

EtMgBr, MgBr, Ethylmagnesium bromide, alkylmagnesium bromide, AlkMgBr, Grignard, Grignards, ethyl magnesium bromide, organomagnesium, Ethylmagnesium bromide

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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

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

signalword

Danger

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

supp_hazards

Storage Class

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

wgk_germany

WGK 1

flash_point_f

-40.0 °F - closed cup

flash_point_c

-40 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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

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