189898
Methylmagnesium bromide solution
3.0 M in diethyl ether
Synonym(s):
Bromomethylmagnesium
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About This Item
Linear Formula:
CH3MgBr
CAS Number:
Molecular Weight:
119.24
UNSPSC Code:
12352111
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3535220
Concentration:
3.0 M in diethyl ether
Form:
liquid
Quality Level
form
liquid
reaction suitability
reaction type: Grignard Reaction
packaging
Kilo-Lab® of , Sure/Seal™ of
concentration
3.0 M in diethyl ether
density
1.035 g/mL at 25 °C
SMILES string
C[Mg]Br
InChI
1S/CH3.BrH.Mg/h1H3;1H;/q;;+1/p-1
InChI key
AVFUHBJCUUTGCD-UHFFFAOYSA-M
General description
Methylmagnesium bromide solution, also known as bromomethylmagnesium, is both a Lewis acid and nucleophile. It is commonly used as a grignard reagent in organic synthesis reactions.
Application
Methylmagnesium bromide solution (3M in diethyl ether) is used to synthesize:
- 3S-(Boc-amino)-2,4-dimethyl-2-pentanol and methyl tert-butyl (S)-sulfoxide.
- Methyl potassium polyimide (K-PIM-1) (MeMgBr).
- 3(4R)-{3(2R,3S)-[4′-(1′-triphenylmethyl)imidazole]-2-bromo-1-oxobutyl)-4-phenyl2-oxazolidinone
- Benzyl 2-(2-oxopropyl)piperidine-1-carboxylate
- (R*, R*) 1-[1-(1-phenylethyl)pyrrolidin-2-yl]propan-2-one)
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
hcodes
target_organs
Central nervous 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
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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Diastereoselective preparation of cyclic ?-aminoketals. Application to the total synthesis of piperidine alkaloids
Al-Sarabi AE
ARKIVOC (Gainesville, FL, United States), 1, 119-133 (2007)
Non-solvent post-modifications with volatile reagents for remarkably porous ketone functionalized polymers of intrinsic microporosity
Sirinapa W,et al.
Nature Communications, 14, 2096-2096 (2023)
Asymmetric synthesis of (2R, 3S) and (2S, 3R) precursors of ?-methyl-histidine,-phenylalanine and-tyrosine.
Li G
Tetrahedron Asymmetry, 4(11), 2315-2318 (1993)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 189898-800ML | 04061838759467 |
| 189898-18L-KL | 04061837789694 |
| 189898-4X25ML | 04061838759450 |
| 189898-50ML | 04061837789724 |
| 189898-PZ | 04061823819138 |
| 189898-4X100ML | 04061838759443 |
| 189898-8L | 04061838759474 |
| 189898-100ML | 04061838759436 |