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470260

Sigma-Aldrich

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
Linear Formula:
CH3OC6H4MgBr
CAS Number:
Molecular Weight:
211.34
MDL number:
PubChem Substance ID:
NACRES:
NA.22

reaction suitability

reaction type: Grignard Reaction

Quality Level

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

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470414442194561681
reaction suitability

reaction type: Grignard Reaction

reaction suitability

reaction type: Grignard Reaction

reaction suitability

reaction type: Grignard Reaction

reaction suitability

reaction type: Grignard Reaction

concentration

0.5 M in THF

concentration

1.0 M in THF

concentration

1.0 M in THF

concentration

0.5 M in THF

bp

65-67 °C

bp

65-67 °C

bp

65-67 °C

bp

65 °C

density

0.955 g/mL at 25 °C

density

1.011 g/mL at 25 °C

density

1.013 g/mL at 25 °C

density

0.968 g/mL at 25 °C

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

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.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-4.0 °F

Flash Point(C)

-20 °C

Certificate of Analysis

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Certificate of Origin

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