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66930

Sigma-Aldrich

N-Methyl-D-glucamine

ReagentPlus®, ≥99.0% (T)

Synonym(s):

1-Deoxy-1-(methylamino)-D-glucitol, Meglumine

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About This Item

Empirical Formula (Hill Notation):
C7H17NO5
CAS Number:
Molecular Weight:
195.21
Beilstein:
385906
EC Number:
MDL number:
UNSPSC Code:
12352104
PubChem Substance ID:
NACRES:
NA.22

biological source

synthetic

Quality Level

product line

ReagentPlus®

Assay

≥99.0% (T)

form

powder

optical activity

[α]20/D −16.5±0.5°, c = 2% in H2O

autoignition temp.

~662 °F

mp

126-131 °C
129-131.5 °C (lit.)

solubility

H2O: 0.1 g/mL, clear, colorless

anion traces

chloride (Cl-): ≤50 mg/kg
phosphate (PO43-): ≤5 mg/kg
sulfate (SO42-): ≤50 mg/kg

cation traces

Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤20 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

SMILES string

CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO

InChI

1S/C7H17NO5/c1-8-2-4(10)6(12)7(13)5(11)3-9/h4-13H,2-3H2,1H3/t4-,5+,6+,7+/m0/s1

InChI key

MBBZMMPHUWSWHV-BDVNFPICSA-N

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General description

N-Methyl-D-glucamine, also known as Meglumine, is a sorbitol-derived amino sugar. It acts as a catalyst in one-pot synthesis of pyranopyrazole derivatives.

Application

N-Methyl-D-glucamine is utilized as:
  • An ion exchange resin due to its high affinity and selectivity for specific ions
  • A buffering agent to remove boron from an aqueous solution

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Water-insoluble polymer?clay nanocomposite ion exchange resin based on N-methyl-D-glucamine ligand groups for arsenic removal.
Urbano BF
Reactive functional Polymers, 72(9), 642-649 (2012)
Polymeric microspheres with N-methyl-d-glucamine ligands for boron removal from water solution by adsorption?membrane filtration process.
Wolska J
Environmental Geochemistry and Health, 32(4), 349-352 (2010)
Synthesis of graft adsorbent with N-methyl-D-glucamine for boron adsorption.
Hoshina H
Journal of ion exchange, 18(4), 236-239 (2007)
Separation of aceclofenac and diclofenac in human plasma by free zone capillary electrophoresis using N-methyl-D-glucamine as an effective electrolyte additive
A Zinellu, et al.
European Journal of Pharmaceutical Sciences, 24, 375-380 (2005)
Meglumine promoted one-pot, four-component synthesis of pyranopyrazole derivatives
RY Guo, et al.
Tetrahedron, 69, 9931-9938 (2013)

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