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225754

Allylmagnesium bromide solution

1.0 M in diethyl ether

Synonym(s):

(Prop-2-en-1-yl)magnesium bromide, 2-Propenylmagnesium bromide, Allyl magnesium bromide, Allylbromomagnesium, Allylmagnesiumbromide, Bromo-2-propenylmagnesium

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100 ML

$75.70

800 ML

$412.00

18 L

$3,920.00

$75.70


Estimated to ship onJanuary 20, 2026Details


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About This Item

Linear Formula:
CH2=CHCH2MgBr
CAS Number:
Molecular Weight:
145.28
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
969335

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Product Name

Allylmagnesium bromide solution, 1.0 M in diethyl ether

InChI

1S/C3H5.BrH.Mg/c1-3-2;;/h3H,1-2H2;1H;/q;;+1/p-1

SMILES string

Br[Mg]CC=C

InChI key

FEMBXICCJNZMMC-UHFFFAOYSA-M

reaction suitability

reaction type: Grignard Reaction

concentration

1.0 M in diethyl ether

density

0.851 g/mL at 25 °C

Quality Level

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This Item
262188442194672998
reaction suitability

reaction type: Grignard Reaction

reaction suitability

reaction type: Grignard Reaction

reaction suitability

reaction type: Grignard Reaction

reaction suitability

reaction type: Grignard Reaction

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

density

0.851 g/mL at 25 °C

density

0.887 g/mL at 25 °C

density

1.013 g/mL at 25 °C

density

1.033 g/mL at 25 °C

concentration

1.0 M in diethyl ether

concentration

1.0 M in diethyl ether

concentration

1.0 M in THF

concentration

1.0 M in THF

Application

Allylmagnesium bromide solution can be used in the Grignard reaction, which is a key step to synthesize:
  • 2-(9,10-dihydro-9,10-propanoanthracen-9-yl)-N-methylethanamine (2), a homolog of benzoctamine [1]
  • tarchonanthuslactone[2]
  • (+)-preussin[3]
  • polyhydroxylated quinolizidine alkaloids[4]

General description

Allylmagnesium bromide solution serves as a selective nucleophile toward aza-aromatic heterocycles. [5]

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

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

ppe

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


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Synthesis of 2-(9, 10-dihydro-9, 10-propanoanthracen-9-yl)-N-methylethanamine via a [4+ 2] cycloaddition.
Karama U, et al.
Molecules (Basel), 15(6), 4201-4206 (2010)
An Efficient Asymmetric Synthesis of Tarchonanthuslactone1.
Reddy M, et al.
The Journal of Organic Chemistry, 66(7), 2512-2514 (2001)
Stereoselective synthesis of the antifungal antibiotic (+)-preussin.
Veeresa G, et al.
Tetrahedron, 54(51), 15673-15678 (1998)
Allylmagnesium Bromide as a selective nucleophile toward Aza-aromatic heterocycles
Henry G et al.
Journal of the American Chemical Society, 79, 1245-1249 (1957)
Synthesis of trihydroxy quinolizidine alkaloids: 1, 3-addition reaction of allylmagnesium bromide to a sugar nitrone.
Dhavale DD, et al.
Tetrahedron, 60(13), 3009-3016 (2004)

Questions

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  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/418/501/product-dating-information-06-25-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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