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ChemicalBook--->CAS DataBase List--->4301-14-8

4301-14-8

4301-14-8 Structure

4301-14-8 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Hazard Codes ]

F,C
[Risk Statements ]

11-14-22-34-40-37-19-14/15
[Safety Statements ]

16-26-36/37/39-45-43-9
[RIDADR ]

UN 3399 4.3/PG 2
[WGK Germany ]

1
[F ]

1-3-10
[HS Code ]

29319090
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Tetrahydrofuran-->Magnesium-->Bromoethane-->Acetylene-->Ethylmagnesium bromide-->propargyl bromide-->acetylene-bis-magnesium bromide, Fandachem
[Preparation Products]

1-PHENYL-2-PROPYN-1-OL-->2-METHYL-6-VINYLPYRIDINE-->PROPYNAL-->3-ETHYNYL-2-HYDROXY-PHENOL-->1-ETHYNYL-1-CYCLOHEPTANOL-->3-ethynyloxolan-3-ol-->1,1-DIPHENYL-2-PROPYN-1-OL-->Gestodene-->NSC 89798-->1-(4-Methoxyphenyl)-1-phenylprop-2-yn-1-ol
Hazard InformationBack 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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