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419567 Sigma-Aldrich

Isopropenylmagnesium bromide solution

0.5 M in THF

  • CAS Number 13291-18-4

  • Linear Formula CH2=C(CH3)MgBr

  • Molecular Weight 145.28

  •  Beilstein/REAXYS Number 3587297

  •  MDL number MFCD00192240

  •  PubChem Substance ID 24866260

  •  EC Index Number 603-688-6

  •  NACRES NA.22

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Properties

Related Categories Alkenyl, Chemical Synthesis, Grignard Reagents, Organometallic Reagents
Quality Level   100
reaction suitability   reaction type: Grignard Reaction
concentration   0.5 M in THF
bp   67 °C
density   0.935 g/mL at 25 °C
SMILES string   CC(=C)[Mg]Br
InChI   1S/C3H5.BrH.Mg/c1-3-2;;/h1H2,2H3;1H;/q;;+1/p-1
InChI key   LFTYALBVGVNGLI-UHFFFAOYSA-M

Description

Application

Isopropenylmagnesium bromide (iPrMgBr) solution (0.5 M in THF) has been used in the Grignard reaction, a key step the in preparation of zofenoprilat and (S)-(−)-phosphonotrixin. It can also be used for the regioselective ring opening of an optically active epoxy alcohol in the total synthesis of (+)-desepoxyasperdiol.

Packaging

100, 800 mL in Sure/Seal™

Safety & Documentation

Safety Information

Signal word 
Danger
Target organs 
Respiratory system
Supplemental Hazard Statements 
EUH018 - EUH019
RIDADR 
UN 3399A 4.3(3) / PGI
WGK Germany 
WGK 3
Flash Point(F) 
35.6 °F - closed cup
Flash Point(C) 
2 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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