bromo(but-3-en-1-yl)magnesium

• ChemBase ID: 146708
• Molecular Formular: C4H7BrMg
• Molecular Mass: 159.30738
• Monoisotopic Mass: 157.95815392
• SMILES: C=CCC[Mg]Br
• Canonical SMILES: Br[Mg]CCC=C
• InChI: InChI=1S/C4H7.BrH.Mg/c1-3-4-2;;/h3H,1-2,4H2;1H;/q;;+1/p-1
• InChIKey: SMLLHQBZPPSOSR-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: bromo(but-3-en-1-yl)magnesium
• IUPAC Traditional name: bromo(but-3-en-1-yl)magnesium
• Synonyms: 3-Butenylmagnesium bromide solution; 3-丁烯基溴化镁 溶液

Database IDs

• CAS Number: 7103-09-5
• MDL Number: MFCD00209554
• PubChem SID: 162240900; 24866263
• PubChem CID: 3451969

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.5733
• LogD (pH = 7.4): 1.5733
• Log P: 1.5733
• Molar Refractivity: 28.4052 cm^3
• Polarizability: 12.542588 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 65 °C
• Flash Point: -22 °F; -30 °C
• Density: 0.937 g/mL at 25 °C

Safety Information

• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 3399
• German water hazard class: 3
• Hazard Class: 4.3
• Packing Group: 1
• Risk Statements: 11-14/15-19-36/37/38
• Safety Statements: 16-26-43
• GHS Pictograms: GHS02; GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H260-H314-H335
• GHS Precautionary statements: P210-P223-P231 + P232-P261-P370 + P378-P422
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
• RID/ADR: UN 3399 4.3/PG 1
• Supplemental Hazard Statements: May form explosive peroxides., Reacts violently with water.

Product Information

• Concentration: 0.5 M in THF
• Linear Formula: H2C=CHCH2CH2MgBr

DETAILS

Sigma Aldrich - 419591

Application
Synthetic building block that can undergo ring-formation reactions facilitated by ruthenium catalysts.
Used in a key diastereoselective step in the synthesis of (-)-muricatacin from L-tartaric acid.1
Packaging
100, 800 mL in Sure/Seal™