419567

Isopropenylmagnesium bromide solution

0.5 M in THF

• Synonym(s): 1-Methylvinylmagnesium bromide, 1-Propen-2-ylmagnesium bromide, 2-Propen-2-ylmagnesium bromide, Bromo prop-1-en-2-yl magnesium, Bromo(isopropenylmagnesium), Isopropenylmagnesium bromide
• Linear Formula: CH₂=C(CH₃)MgBr
• CAS Number: 13291-18-4
• Molecular Weight: 145.28
• Beilstein: 3587297
• MDL number: MFCD00192240
• UNSPSC Code: 12352103
• PubChem Substance ID: 24866260
• EC Index Number: 603-688-6
• NACRES: NA.22

Properties

• 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.

Safety Information

• Pictograms: GHS02,GHS08,GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H260,H302,H314,H335,H336,H351
• Precautionary Statements: P210 - P231 + P232 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 1
• Target Organs: Central nervous system, Respiratory system
• Supplementary Hazards: EUH019
• Storage Class Code: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• WGK: WGK 3
• Flash Point(F): 35.6 °F - closed cup
• Flash Point(C): 2 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves