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About This Item
Linear Formula:
HC≡CMgBr
CAS Number:
Molecular Weight:
129.24
Beilstein:
3600874
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Quality Level
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
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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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
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
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
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