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Merck
CN

561665

3-Fluorophenylmagnesium bromide solution

0.5 M in THF

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About This Item

Linear Formula:
FC6H4MgBr
CAS Number:
Molecular Weight:
199.30
UNSPSC Code:
12352103
MDL number:
NACRES:
NA.22
PubChem Substance ID:
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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

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.

Legal Information

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


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Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

supp_hazards

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup

ppe

Faceshields, Gloves, Goggles

Regulatory Information

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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)
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)



Global Trade Item Number

SKUGTIN
561665-50ML04061837844249