346152

Ethynylmagnesium bromide solution

0.5 M in THF

• Synonym(s): Acetylenemagnesium bromide, Bromoethynylmagnesium, Ethynylmagnesium bromide
• Linear Formula: HC≡CMgBr
• CAS Number: 4301-14-8
• Molecular Weight: 129.24
• Beilstein: 3600874
• MDL number: MFCD00075342
• UNSPSC Code: 12352103
• PubChem Substance ID: 24861376
• NACRES: NA.22

Properties

• Quality Level: 200
• reaction suitability: reaction type: Grignard Reaction
• concentration: 0.5 M in THF
• density: 0.94 g/mL at 25 °C
• storage temp.: 2-8°C
• SMILES string: Br[Mg]C#C
• InChI: 1S/C2H.BrH.Mg/c1-2;;/h1H;1H;/q;;+1/p-1
• InChI key: HUGJUYPSXULVQQ-UHFFFAOYSA-M

Description

General description

Ethynylmagnesium bromide solution, also known as bromoethynylmagnesium, is a grignard reagent that is commonly used in the synthesis of polymers, and unsaturated phosphonites.

Application

Ethynylmagnesium bromide solution can be used in:

• Grafting of aliphatic polymer.
• Synthesis of anthracene-containing species like 1,8-dichloro-10-(ethynyl)anthracene.
• The preparation of the alkyne component in an enyne cross-metathesis leading to conjugated dienes.
• Ethynylation of chiral α-(dibenzylamino) aldehydes.
• The synthesis of ethynyl aziridines.
• To prepare alkyl(triethynyl)germanes from tert-alkyltrichlorogermanes and 2-butyltrichlorogermane.
• The preperation of a key intermediate in the total synthesis of (+)-4-demethoxydaunomycin.

Safety Information

• Pictograms: GHS02,GHS08,GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H261,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 2
• Target Organs: 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): -20.2 °F
• Flash Point(C): -29 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves