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561665

Sigma-Aldrich

3-Fluorophenylmagnesium bromide solution

0.5 M in THF

Linear Formula:
FC6H4MgBr
CAS Number:
Molecular Weight:
199.30
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

reaction suitability

reaction type: Grignard Reaction

concentration

0.5 M in THF

bp

65 °C

density

0.936 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

Fc1cccc([Mg]Br)c1

InChI

1S/C6H4F.BrH.Mg/c7-6-4-2-1-3-5-6;;/h1-2,4-5H;1H;/q;;+1/p-1

InChI key

VFPDAAQAKDGSHQ-UHFFFAOYSA-M

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Application

3-Fluorophenylmagnesium bromide is a Grignard reagent that can be used in:
  • The preparation of 4-substituted quinazolines by reacting with 2-methylaminobenzonitriles.
  • The synthesis of radiolabeled TrkB/C-targeting kinase inhibitor for positron emission tomography (PET) imaging applications.
  • Cu-catalyzed carbometalation of substituted cyclopropenes.

Packaging

50 mL in Sure/Seal™

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 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

A kinome-wide selective radiolabeled TrkB/C inhibitor for in vitro and in vivo neuroimaging: synthesis, preclinical evaluation, and first-in-human
Bernard-Gauthier V, et al.
Journal of medicinal chemistry, 60(16), 6897-6910 (2017)
Synthesis of quinazolines via an iron-catalyzed oxidative amination of N-H ketimines
Chen C, et al.
The Journal of Organic Chemistry, 83(4), 2395-2401 (2018)
Facially selective and regioselective carbometalation of cyclopropenes by aryl Grignard reagents
Yan N, et al.
The Journal of Organic Chemistry, 73(2), 563-568 (2008)

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