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561029

Sigma-Aldrich

3,5-Difluorophenylmagnesium bromide solution

0.5 M in THF

Synonym(s):

Bromo(3,5-difluorophenyl)magnesium

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About This Item

Linear Formula:
F2C6H3MgBr
CAS Number:
62351-47-7
Molecular Weight:
217.29
MDL number:
MFCD00672005
UNSPSC Code:
12352103
PubChem Substance ID:
24879909
NACRES:
NA.22

reaction suitability

reaction type: Grignard Reaction

concentration

0.5 M in THF

bp

65 °C

density

0.971 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

Fc1cc(F)cc([Mg]Br)c1

InChI

1S/C6H3F2.BrH.Mg/c7-5-2-1-3-6(8)4-5;;/h2-4H;1H;/q;;+1/p-1

InChI key

CURGXPMIRCWEDB-UHFFFAOYSA-M

Related Categories

Application

3,5-Difluorophenylmagnesium bromide can be used:
  • As a starting material in the synthesis of cis-2-phenyl-1-amino-cyclopentanes as AMPA receptor potentiators.
  • To prepare copper(I) complexes, which are used as luminescent guest molecules in organic light-emitting diodes (OLEDs).
  • As an intermediate in the synthesis of 2-aminoethylbenzofuran H3 receptor antagonists.

Legal Information

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

Signal Word

Danger

Hazard Statements

H225,H302,H319,H335,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

EUH019

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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4-(2-[2-(2 (R)-methylpyrrolidin-1-yl) ethyl] benzofuran-5-yl) benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention
Cowart M, et al.
Journal of medicinal chemistry, 48(1), 38-55 (2005)
Design and synthesis of a novel series of 1, 2-disubstituted cyclopentanes as small, potent potentiators of 2-amino-3-(3-hydroxy-5-methyl-isoxazol-4-yl) propanoic acid (AMPA) receptors
Shepherd TA, et al.
Journal of Medicinal Chemistry, 45(10), 2101-2111 (2002)
Highly efficient green organic light-emitting diodes containing luminescent tetrahedral copper(i) complexes
Igawa S, et al.
Journal of Material Chemistry C, 1(3), 542-551 (2013)

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