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561037

Sigma-Aldrich

3,4-Difluorophenylmagnesium bromide solution

0.5 M in THF

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About This Item

Linear Formula:
F2C6H3MgBr
CAS Number:
90897-92-0
Molecular Weight:
217.29
MDL number:
MFCD00672004
UNSPSC Code:
12352103
PubChem Substance ID:
24879910
NACRES:
NA.22

reaction suitability

reaction type: Grignard Reaction

Quality Level

100

concentration

0.5 M in THF

bp

65 °C

density

0.965 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

Fc1ccc([Mg]Br)cc1F

InChI

1S/C6H3F2.BrH.Mg/c7-5-3-1-2-4-6(5)8;;/h1,3-4H;1H;/q;;+1/p-1

InChI key

WZHAVYGMKGPNFN-UHFFFAOYSA-M

Related Categories

Application

3,4-Difluorophenylmagnesium bromide can be used:
  • To prepare 3,4-difluorophenylboronic acid, a key building block employed in the synthesis of norepinephrine transporter selective molecules.
  • In the synthesis of trimethoxybenzophenone derived tubulin polymerization inhibitors.
  • In one of the key synthetic steps for the preparation of diarylketoxime derivatives as potent MCH-1R antagonists.
  • In the synthesis of biologically important hydroxybupropion analogs useful in smoking cessation.

Legal Information

Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

EUH019

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

1.0 °F - closed cup

Flash Point(C)

-17.2 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis and characterization of in vitro and in vivo profiles of hydroxybupropion analogues: aids to smoking cessation
Lukas RJ, et al.
Journal of Medicinal Chemistry, 53(12), 4731-4748 (2010)
Synthesis and monoamine transporter binding properties of 3α-(substituted phenyl) nortropane-2β-carboxylic acid methyl esters. Norepinephrine transporter selective compounds
Carroll FI, et al.
Journal of medicinal chemistry, 48(11), 3852-3857 (2005)
Discovery of novel diarylketoxime derivatives as selective and orally active melanin-concentrating hormone 1 receptor antagonists
Suzuki T, et al.
Bioorganic & medicinal chemistry letters, 19(18), 5339-5345 (2009)

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