bromo(ethynyl)magnesium

• ChemBase ID: 149839
• Molecular Formular: C2HBrMg
• Molecular Mass: 129.23834
• Monoisotopic Mass: 127.91120373
• SMILES: C#C[Mg]Br
• Canonical SMILES: Br[Mg]C#C
• InChI: InChI=1S/C2H.BrH.Mg/c1-2;;/h1H;1H;/q;;+1/p-1
• InChIKey: HUGJUYPSXULVQQ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: bromo(ethynyl)magnesium
• IUPAC Traditional name: bromo(ethynyl)magnesium
• Synonyms: Ethynylmagnesium bromide solution; 乙炔基溴化镁 溶液

Database IDs

• CAS Number: 4301-14-8
• MDL Number: MFCD00075342
• Beilstein Number: 3600874
• PubChem SID: 162244001; 24869698; 24861376
• PubChem CID: 4071243

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 0.8015
• LogD (pH = 7.4): 0.8015
• Log P: 0.8015
• Molar Refractivity: 15.7182 cm^3
• Polarizability: 8.222325 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: -20.2 °F; -29 °C
• Density: 0.94 g/mL at 20 °C; 0.94 g/mL at 25 °C

Safety Information

• European Hazard Symbols: Corrosive (C); Flammable (F)
• UN Number: 3399
• German water hazard class: 3
• Hazard Class: 4.3
• Packing Group: 2
• Risk Statements: 11-14/15-19-34-37
• Safety Statements: 16-26-36/37/39-43-45; 9-16-26-36/37/39-43-45
• GHS Pictograms: GHS02; GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H261-H314-H335
• GHS Precautionary statements: P210-P231 + P232-P261-P280-P305 + P351 + P338-P422
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3399 4.3/PG 2
• Supplemental Hazard Statements: May form explosive peroxides., Reacts violently with water.
• Storage Temperature: 2-8°C

Product Information

• Concentration: ~0.5 M in THF; 0.5 M in THF
• Grade: technical
• Linear Formula: HC≡CMgBr

DETAILS

Sigma Aldrich - 346152

Application
Preparation of the alkyne component in an enyne cross-metathesis leading to conjugated dienes.1 Diastereoselective ethynylation of chiral α-(dibenzylamino) aldehydes.2
Packaging
100, 800 mL in Sure/Seal™

Sigma Aldrich - 46045

Caution
can precipitate on storage