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571229

Sigma-Aldrich

(4-(1-Piperidinylmethyl)phenyl)magnesium bromide solution

0.25 M in THF

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About This Item

Linear Formula:
C6H4CH2NC5H10MgBr
CAS Number:
480424-83-7
Molecular Weight:
278.47
MDL number:
MFCD03840896
UNSPSC Code:
12352103
PubChem Substance ID:
24880618
NACRES:
NA.22

reaction suitability

reaction type: Grignard Reaction

concentration

0.25 M in THF

bp

65 °C

density

0.924 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

Br[Mg]c1ccc(CN2CCCCC2)cc1

InChI

1S/C12H16N.BrH.Mg/c1-3-7-12(8-4-1)11-13-9-5-2-6-10-13;;/h3-4,7-8H,2,5-6,9-11H2;1H;/q;;+1/p-1

InChI key

IHERGHRULIMGJW-UHFFFAOYSA-M

Application

(4-(1-Piperidinylmethyl)phenyl)magnesium bromide is a Grignard reagent that can be used:
  • As a substrate in the synthesis of functionalized phenols via aerobic oxidation.
  • To prepare set of rosamine derivatives, which are used as glutathione probes in living cells.

Legal Information

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

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

Central nervous system, 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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBH5708
16825JA
01631TB

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Continuous-Flow Synthesis of Functionalized Phenols by Aerobic Oxidation of Grignard Reagents
He Zhi and Jamison TF
Angewandte Chemie (International Edition in English), 53(13), 3353-3357 (2014)
Combinatorial rosamine library and application to in vivo glutathione probe
Ahn Y, et al.
Journal of the American Chemical Society, 129(15), 4510-4511 (2007)

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