Skip to Content
Merck
CN

Key Documents

View All Documentation

225584

Vinylmagnesium bromide solution

1.0 M in THF

Synonym(s):

Bromoethenylmagnesium, Bromovinylmagnesium

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Linear Formula:
CH2=CHMgBr
CAS Number:
1826-67-1
Molecular Weight:
131.25
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
24853507
MDL number:
MFCD00000042
Beilstein/REAXYS Number:
3535841
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Segment

100

reaction suitability

reaction type: Grignard Reaction

packaging

Kilo-Lab® of , Sure/Seal™ of

concentration

1.0 M in THF

density

0.981 g/mL at 25 °C

SMILES string

Br[Mg]C=C

InChI

1S/C2H3.BrH.Mg/c1-2;;/h1H,2H2;1H;/q;;+1/p-1

InChI key

XHHHAXOHMKAOSL-UHFFFAOYSA-M

Application

Vinylmagnesium bromide solution (1 M in THF) may be used in the synthesis of 2-vinylchroman-4-ones by the conjugate addition with chromones in the presence of a Lewis acid.
It may also be used in the following transformations:
  • (S)-3-(benzyloxy)-4-oxo-butanoic acid methyl ester to methyl (3S,4S)-4-hydroxy-3-(phenylmethoxy)hex-5-enoate.
  • (R)-1-Azido-5,6-epoxyhexane to (S)-1-(4-azidobutyl)-2-propen-1-ol.
  • 2,3-O-Isopropylidene-D-ribose to 1-[(4R,5S)-5-((1S)-1-hydroxyallyl)-2,2-dimethyl[1,3]dioxolan-4-yl]ethane-1,2-diol.
  • (4S,5S)-2,2-Dimethyl-5-vinyl[1,3]dioxolane-4-carbaldehyde to (1R,4R,5S)- and (1S,4R,5S)-1-(2,2-dimethyl-5-vinyl[1,3]dioxolan-4-yl)prop-2-en-1-ol.
  • Ethyl levulinate to ?-methyl-?-vinylbutyrolactone.

Packaging

View returnable container options.

Other Notes

Storage below 25°C may cause crystallization. Warm gently to redissolve.

Legal Information

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

Still not finding the right product?

Explore all of our products under Vinylmagnesium bromide solution

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A - STOT SE 3 - Water-react. 1

target_organs

Central nervous system, Respiratory system

supp_hazards

EUH019

Storage Class

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

flash_point_f

1.4 °F

flash_point_c

-17.0 °C

ppe

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library