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Merck
CN

189871

Ethylmagnesium bromide solution

3.0 M in diethyl ether

Synonym(s):

EtMgBr solution

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About This Item

Linear Formula:
CH3CH2MgBr
CAS Number:
Molecular Weight:
133.27
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Beilstein/REAXYS Number:
3587203
MDL number:
Concentration:
3.0 M in diethyl ether
Form:
liquid
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Quality Level

form

liquid

reaction suitability

reaction type: Grignard Reaction

packaging

Kilo-Lab® of , Sure/Seal of

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

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

Kilo-Lab is a registered trademark of Merck KGaA, Darmstadt, Germany
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC


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signalword

Danger

target_organs

Respiratory system

supp_hazards

Storage Class

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

ppe

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

Hazard Classifications

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

Regulatory Information

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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)
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.



Global Trade Item Number

SKUGTIN
189871-PZ04061823819114
189871-800ML04061838759429
189871-100ML04061838759405
189871-4X25ML04061838759412
189871-8L04061837789656