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Safety Information

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

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About This Item

Linear Formula:
FC6H4MgBr
CAS Number:
352-13-6
Molecular Weight:
199.30
Beilstein:
636802
MDL number:
MFCD00009667
UNSPSC Code:
12352103
PubChem Substance ID:
24859751
NACRES:
NA.22

Quality Level

100

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

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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.

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

EUH014,EUH019

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

FSL

Group 3: Spontaneously combustible substances and water- reactive materials
Materials containing Organometallic compounds
Hazardous rank I
1st spontaneously combustible materials and water reactive materials

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

328820-BULK:
328820-4X25ML:
328820-800ML:4548173135793
328820-100ML:4548173135786
328820-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR3221
SHBQ7276
SHBP5859
SHBN0588
SHBM2776

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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)
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)
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
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
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