328820

Sigma-Aldrich

4-Fluorophenylmagnesium bromide solution

1.0 M in THF

Linear Formula:
FC6H4MgBr
CAS Number:
Molecular Weight:
199.30
Beilstein/REAXYS Number:
636802
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

reaction suitability

reaction type: Grignard Reaction

concentration

1.0 M in THF

density

1.021 g/mL at 25 °C

SMILES string

Fc1ccc(MgBr)cc1

InChI

1S/C6H4F.BrH.Mg/c7-6-4-2-1-3-5-6;;/h2-5H;1H;/q;;+1/p-1

InChI key

QYBFFRXNNFXREA-UHFFFAOYSA-M

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Application

4-Fluorophenylmagnesium bromide solution (Grignard reagent) can be used as a reagent in the synthesis of:
  • Useful key intermediate in the synthesis of paroxetine.
  • Arylsulfides via cross-coupling reaction with thiols.
  • 4-Arylmethyl-1-phenylpyrazole and 4-aryloxy-1-phenylpyrazole derivatives as androgen receptor antagonists.
  • Grignard intermediate for preparing aprepitant.

Packaging

100, 800 mL in Sure/Seal™

Signal Word

Danger

Target Organs

Respiratory system

Supp Hazards

EUH014 - EUH019

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

F,C

Risk Statement

11-14-19-34-37-40

Safety Statement

16-26-36/37/39-45

RIDADR

UN 2924 8(3) / PGII

WGK Germany

WGK 3

Flash Point(F)

-4.0 °F - closed cup

Flash Point(C)

-20 °C - closed cup

Certificate of Analysis
Certificate of Origin
Understanding the origin of unusual stepwise hydrogenation kinetics in the synthesis of the 3-(4-fluorophenyl) morpholine moiety of NK1 receptor antagonist aprepitant
Brands KMJ, et al.
Organic Process Research & Development, 10(1), 109-117 (2006)
Jun-Hao Cheng et al.
The Journal of organic chemistry, 77(22), 10369-10374 (2012-10-17)
A convenient one-pot approach for the synthesis of aryl sulfides through the coupling of thiols with Grignard reagents in the presence of N-chlorosuccinimide is described. The sulfenylchlorides were formed when thiols were treated with N-chlorosuccinimide, and the resulting sulfenylchlorides were...
S K Aggarwal et al.
Clinical chemistry, 40(8), 1494-1502 (1994-08-01)
A stable isotope dilution gas chromatography-mass spectrometry (GC-MS) method is described for the determination of lead (Pb) in urine and whole blood. The use of lithium bis(trifluoroethyl)dithiocarbamate Pb(FDEDTC) as a chelating agent showed strong memory effect, restricting the range of...
Design, synthesis, and biological evaluation of 4-arylmethyl-1-phenylpyrazole and 4-aryloxy-1-phenylpyrazole derivatives as novel androgen receptor antagonists
Yamamoto S, et al.
Bioorganic & Medicinal Chemistry, 20(7), 2338-2352 (2012)
Enantioselective synthesis of 3-substituted-4-aryl piperidines useful for the preparation of paroxetine
Murthy KS K, et al.
Tetrahedron Letters, 44(28), 5355-5358 (2003)

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