Identification | Back Directory | [Name]
ETHYNYLMAGNESIUM BROMIDE | [CAS]
4301-14-8 | [Synonyms]
ETHYLVINYLETHER Ethynylbromomagnesium Bromo(ethynyl)magnesium ETHYNYLMAGNESIUM BROMIDE Acetylene magnesium bromide Ethynylmagnesium bromide (6CI) ethynylmagnesium bromide solution Ethynyl Magnesium Bromide .5M in THF Ethynylmagnesium Bromide (0.5M in THF) Ethynyl magnesium bromide solution THF Ethynylmagnesium bromide tetrahydrofuran 0.5M EthynylMagnesiuM broMide, 0.5 M solution in THF ETHYNYLMAGNESIUM BROMIDE SOLUTION, ~0.5 M IN THF Ethynylmagnesiumbromidesolution(0.5Mintetrahydrofuran) Ethynylmagnesium bromide, 0.5M solution in THF, AcroSea EthynylMagnesiuM broMide, 0.5 M solution in THF, J&KSeal Ethynylmagnesium bromide, 0.5M solution in THF, AcroSeal Ethynylmagnesium bromide solution(0.5 M solution in THF) EthynylMagnesiuM broMide, 0.5 M solution in THF, SpcSeal ETHYNYLMAGNESIUM BROMIDE, 0.5M SOLUTION IN TETRAHYDROFURAN | [Molecular Formula]
C2HBrMg | [MDL Number]
MFCD00075342 | [MOL File]
4301-14-8.mol | [Molecular Weight]
129.24 |
Chemical Properties | Back Directory | [density ]
0.94 g/mL at 25 °C
| [Fp ]
−20 °F
| [storage temp. ]
2-8°C
| [form ]
Liquid | [color ]
Colorless to yellow to brown to gray | [BRN ]
3600874 | [InChIKey]
HUGJUYPSXULVQQ-UHFFFAOYSA-M |
Hazard Information | Back Directory | [Chemical Properties]
Colorless to yellow to brown to grey liquid | [Uses]
Ethynylmagnesium bromide solution can be used in:
- 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.
| [reaction suitability]
reaction type: Grignard Reaction | [Synthesis]
An Organic Synthesis preparation of ethynyl magnesium bromide and chloride from Acetylene and Ethylmagnesium Bromide or butylmagnesium chloride, respectively, is available. The use of butylmagnesium chloride instead of ethylmagnesium bromide is recommended because of the chloride's greater solubility.
| [Precautions]
Ethynylmagnesium halides are air and moisture-sensitive. They are usually used immediately after preparation.
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