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About This Item
Linear Formula:
HC≡CMgBr
CAS Number:
Molecular Weight:
129.24
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3600874
Quality Level
reaction suitability
reaction type: Grignard Reaction
packaging
Sure/Seal™ of
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
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.
Legal Information
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
signalword
Danger
target_organs
Respiratory system
supp_hazards
Storage Class
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
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react. 2
Regulatory Information
危险化学品
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Grafting of functionalized polymer on porous silicon surface using Grignard reagent
FZ T,et al.
Applied Surface Science, 421, 82-88 (2017)
Improved Access to 1, 8-Dichloro-10-(ethynyl) anthracene: A Useful Building Block for (Semi-) rigid Organic Frameworks
Jan-Hendrik L,et al.
Synthesis, 50, 2009-2018 (2018)
An enantioselective formal synthesis of 4-demethoxydaunomycin using the catalytic asymmetric ring opening reaction of meso-epoxide with p-anisidine
Sekine A, et al.
Tetrahedron, 58(1), 75-82 (2002)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 346152-PZ | 04061823834124 |
| 346152-100ML | 04061826760987 |
| 346152-800ML | 04061826760994 |



