470260
4-Methoxyphenylmagnesium bromide solution
0.5 M in THF
Synonym(s):
(4-Methoxyphenyl)magnesium bromide, 4-Anisylmagnesium bromide, p-Methoxyphenylmagnesium bromide, Bromo(4-methoxyphenyl)magnesium
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About This Item
Linear Formula:
CH3OC6H4MgBr
CAS Number:
Molecular Weight:
211.34
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
reaction suitability
reaction type: Grignard Reaction
Quality Level
packaging
Sure/Seal™ of
concentration
0.5 M in THF
bp
65-67 °C
density
0.955 g/mL at 25 °C
SMILES string
COc1ccc([Mg]Br)cc1
InChI
1S/C7H7O.BrH.Mg/c1-8-7-5-3-2-4-6-7;;/h3-6H,1H3;1H;/q;;+1/p-1
InChI key
JKXAZEXIOPFJSC-UHFFFAOYSA-M
Application
4-Methoxyphenylmagnesium bromide is a general Grignard reagent that can be used:
- In the denickelation of porphyrins and to replace the metal center with magnesium.
- To synthesize a tubulin polymerization inhibitor, 2-Amino-3,4,5-trimethoxybenzophenone.
- In the total synthesis of (−)-centrolobine.
Legal Information
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
signalword
Danger
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
target_organs
Central nervous system, Respiratory system
supp_hazards
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
-4.0 °F
flash_point_c
-20 °C
Regulatory Information
危险化学品
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Two successive one-pot reactions leading to the expeditious synthesis of (−)-centrolobine.
Boulard L, et al.
Tetrahedron Letters, 45(35), 6603-6605 (2004)
Demetalation of Metal Porphyrins via Magnesium Porphyrins by Reaction with Grignard Reagents.
Murakami K, et al.
Chemistry?A European Journal , 19(28), 9123-9126 (2013)
2?Amino?3, 4, 5?Trimethoxybenzophenones as Potent Tubulin Polymerization Inhibitors.
Chuang H Y, et al.
ChemMedChem, 6(3), 450-456 (2011)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 470260-1L | 04061837844034 |
| 470260-100ML | 04061832359267 |