Skip to Content
Merck
All Photos(1)

Key Documents

328820

Sigma-Aldrich

4-Fluorophenylmagnesium bromide solution

1.0 M in THF

Synonym(s):

p-Fluorophenylmagnesium bromide, Bromo(4-fluorophenyl)magnesium, Bromo(p-fluorophenyl)magnesium

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
FC6H4MgBr
CAS Number:
Molecular Weight:
199.30
Beilstein:
636802
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

reaction suitability

reaction type: Grignard Reaction

concentration

1.0 M in THF

density

1.021 g/mL at 25 °C

functional group

fluoro

SMILES string

Fc1ccc([Mg]Br)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

Looking for similar products? Visit Product Comparison Guide

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.

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

Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-4.0 °F - closed cup

Flash Point(C)

-20 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
R A Milius et al.
Journal of medicinal chemistry, 34(5), 1728-1731 (1991-05-01)
The synthesis and pharmacological characterization of a series of N-substituted 3-(4-fluorophenyl)tropane derivatives is reported. The compounds displayed binding characteristics that paralleled those of cocaine, and several had substantially higher affinity at cocaine recognition sites. Conjugate addition of 4-fluorophenyl magnesium bromide
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service