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Merck

189898

Sigma-Aldrich

Methylmagnesium bromide solution

3.0 M in diethyl ether

Sinónimos:

Bromomethylmagnesium

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4 X 25 ML
MXP 1,690.00
50 ML
MXP 1,699.00
100 ML
MXP 1,893.00
4 X 100 ML
MXP 5,098.00
800 ML
MXP 6,225.00
8 L
MXP 30,973.00

MXP 1,690.00


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4 X 25 ML
MXP 1,690.00
50 ML
MXP 1,699.00
100 ML
MXP 1,893.00
4 X 100 ML
MXP 5,098.00
800 ML
MXP 6,225.00
8 L
MXP 30,973.00

About This Item

Fórmula lineal:
CH3MgBr
Número de CAS:
Peso molecular:
119.24
Beilstein:
3535220
Número MDL:
Código UNSPSC:
12352111
ID de la sustancia en PubChem:
NACRES:
NA.22

MXP 1,690.00


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Nivel de calidad

idoneidad de la reacción

reaction type: Grignard Reaction

concentración

3.0 M in diethyl ether

densidad

1.035 g/mL at 25 °C

cadena SMILES

C[Mg]Br

InChI

1S/CH3.BrH.Mg/h1H3;1H;/q;;+1/p-1

Clave InChI

AVFUHBJCUUTGCD-UHFFFAOYSA-M

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Descripción general

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. [1]

Aplicación

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. [2] [3]
  • Methyl potassium polyimide (K-PIM-1) (MeMgBr).[4]
  • 3(4R)-{3(2R,3S)-[4′-(1′-triphenylmethyl)imidazole]-2-bromo-1-oxobutyl)-4-phenyl2-oxazolidinone[5]
  • Benzyl 2-(2-oxopropyl)piperidine-1-carboxylate[6]
  • (R*, R*) 1-[1-(1-phenylethyl)pyrrolidin-2-yl]propan-2-one)[6]

Envase

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

Información legal

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

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

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

Órganos de actuación

Central nervous system

Riesgos supl.

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

-40.0 °F - closed cup

Punto de inflamabilidad (°C)

-40 °C - closed cup


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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)
Asymmetric synthesis of (2R, 3S) and (2S, 3R) precursors of ?-methyl-histidine,-phenylalanine and-tyrosine.
Li G
Tetrahedron Asymmetry, 4(11), 2315-2318 (1993)
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)
Mechanistic insights on the stereoselective nucleophilic 1, 2-addition to sulfinyl imines
Martin H,et al.
The Journal of Organic Chemistry, 79, 2514-2521 (2014)
DMAP-Catalysed Sulfinylation of Diacetone-D-Glucose: Improved Method for the Synthesis of Enantiopure tert-Butyl Sulfoxides and tert-Butanesulfinamides
Ahmed C,et al.
European Journal of Organic Chemistry, 2014, 6935-6944 (2014)

Artículos

We carry a large variety of electrophiles and nucleophiles that are widely used in C–C bond-forming reactions. This group of products contains many organometallic reagents as well as commonly-used alkylating and acylating reagents.

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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