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571156

Sigma-Aldrich

[3-(4-Morpholinylmethyl)phenyl]magnesium bromide solution

0.25 M in THF

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About This Item

Linear Formula:
C6H4CH2NOC4H8MgBr
CAS Number:
Molecular Weight:
280.44
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

reaction suitability

reaction type: Grignard Reaction

concentration

0.25 M in THF

bp

65 °C (lit.)

density

0.926 g/mL at 25 °C (lit.)

functional group

ether

storage temp.

2-8°C

SMILES string

Br[Mg]c1cccc(CN2CCOCC2)c1

InChI

1S/C11H14NO.BrH.Mg/c1-2-4-11(5-3-1)10-12-6-8-13-9-7-12;;/h1-2,4-5H,6-10H2;1H;/q;;+1/p-1

InChI key

UAYUGBXOBYFKNG-UHFFFAOYSA-M

application

[3-(4-Morpholinylmethyl)phenyl]magnesium bromide is a Grignard reagent that can be used as:
  • A reagent in the synthesis of 6-((2-(2-chloroacetamido)ethyl)(methyl)amino)-9-(3-(morpholinomethyl)phenyl)-3H-xanthen-3-iminium (CDy5), a fluorescent chemical probe utilized in imaging neural stem/progenitor cells (NSPCs).[1]
  • A starting material to prepare 3-(4-morpholinylmethyl)phenol by direct oxidation using compressed air.[2]

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 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

supp_hazards

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup


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A fluorescent probe for imaging symmetric and asymmetric cell division in neurosphere formation
Y Seong-Wook, et al.
Chemical Communications (Cambridge, England), 50(56), 7492-7494 (2014)
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)

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