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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

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About This Item

Linear Formula:
CH3OC6H4MgBr
CAS Number:
13139-86-1
Molecular Weight:
211.34
MDL number:
MFCD00013515
UNSPSC Code:
12352103
PubChem Substance ID:
24870649
NACRES:
NA.22

reaction suitability

reaction type: Grignard Reaction

Quality Level

100

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

Related Categories

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 - STOT SE 3

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

EUH014,EUH018,EUH019

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-4.0 °F

Flash Point(C)

-20 °C

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

FSL

Group 4: Flammable liquids
Type 1 petroleums
Hazardous rank II
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

470260-1L:4548173155944
470260-VAR:
470260-BULK:
470260-100ML:4548173155937

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN0351
SHBM5297
SHBM2074
SHBK1564
SHBJ6620

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2?Amino?3, 4, 5?Trimethoxybenzophenones as Potent Tubulin Polymerization Inhibitors.
Chuang H Y, et al.
ChemMedChem, 6(3), 450-456 (2011)
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)
Two successive one-pot reactions leading to the expeditious synthesis of (−)-centrolobine.
Boulard L, et al.
Tetrahedron Letters, 45(35), 6603-6605 (2004)

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