571229
(4-(1-Piperidinylmethyl)phenyl)magnesium bromide solution
0.25 M in THF
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About This Item
Linear Formula:
C6H4CH2NC5H10MgBr
CAS Number:
Molecular Weight:
278.47
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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
SMILES string
Br[Mg]c1ccc(CN2CCCCC2)cc1
InChI key
IHERGHRULIMGJW-UHFFFAOYSA-M
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
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.
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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
supp_hazards
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
1.4 °F - closed cup
flash_point_c
-17 °C - closed cup
Regulatory Information
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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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