346160
Ethynylmagnesium chloride solution
0.5 M in THF
Synonym(s):
Chloromagnesium acetylide
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About This Item
Linear Formula:
CH≡CMgCl
CAS Number:
Molecular Weight:
84.79
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
InChI
1S/C2H.ClH.Mg/c1-2;;/h1H;1H;/q;;+1/p-1
SMILES string
Cl[Mg]C#C
InChI key
YEWNLGTVYUADOR-UHFFFAOYSA-M
form
liquid
reaction suitability
reaction type: Grignard Reaction
concentration
0.5 M in THF
density
0.921 g/mL at 25 °C
storage temp.
2-8°C
Quality Level
Related Categories
Application
Ethynylmagnesium chloride solution can be used:
- To synthesize 1-ethynyldeoxyribose derivatives which can further undergo Sonogashira coupling with various aryl, heteroaryl, and metallocenyl derivatives.
- In one of the key synthetic steps of substituted naphthostyrils.
- In the preparation of propargylic ester precursor for the synthesis of 1,3-dienylphosphonates.
signalword
Danger
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
target_organs
Central nervous system, 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
-16.6 °F - closed cup
flash_point_c
-27 °C - closed cup
Regulatory Information
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A novel and convenient method for the synthesis of substituted naphthostyrils
Liu J, et al.
Tetrahedron Letters, 44(12), 2545-2548 (2003)
Sonogashira reactions of α-and β-1-ethynyl-2-deoxyribosides: synthesis of acetylene-extended C-nucleosides
Bobula T, et al.
Tetrahedron, 66(2), 530-536 (2010)
New and efficient synthesis of 1, 3-dienylphosphonates by Palladium-catalyzed substitution of propargylic esters to diethyl phosphite
Liu X, et al.
Synthetic Communications, 43(19), 2622-2626 (2013)
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