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235210

Sigma-Aldrich

(1R,2S)-(−)-N-Methylephedrine

99%

Synonym(s):

(−)-(1R,2S)-2-Dimethylamino-1-phenylpropanol, (−)-N-Methylephedrine, [R-(R*,S*)]-α-[1-(Dimethylamino)ethyl]benzenemethanol

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About This Item

Linear Formula:
C6H5CH(OH)CH(CH3)N(CH3)2
CAS Number:
552-79-4
Molecular Weight:
179.26
Beilstein/REAXYS Number:
3031197
EC Number:
209-022-7
MDL number:
MFCD00004504
UNSPSC Code:
12352116
PubChem Substance ID:
24854088
NACRES:
NA.22

Quality Level

200

assay

99%

form

solid

optical activity

[α]21/D −29.2°, c = 5 in methanol

mp

86-88 °C (lit.)

functional group

amine
hydroxyl
phenyl

storage temp.

2-8°C

SMILES string

C[C@@H]([C@H](O)c1ccccc1)N(C)C

InChI

1S/C11H17NO/c1-9(12(2)3)11(13)10-7-5-4-6-8-10/h4-9,11,13H,1-3H3/t9-,11-/m0/s1

InChI key

FMCGSUUBYTWNDP-ONGXEEELSA-N

Application

Resolving agent. Precursor to chiral supporting electrolytes, phase-transfer catalysts, and reducing agents.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBL4243V
BCBB0985V
BCBB0985
1346683
1133031

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Angewandte Chemie (International Edition in English), 23, 165-165 (1984)
Chemistry Letters (Jpn), 981-981 (1980)
Yan-Ming Liu et al.
Biomedical chromatography : BMC, 23(11), 1138-1144 (2009-06-06)
A novel method for the determination of ephedra alkaloids (methylephedrine and pseudoephedrine) was developed by electrophoresis capillary (CE) separation and electrochemiluminesence detection (ECL). The use of ionic liquid (1-butyl-3-methylimidazolium tetrafluoroborate, BMIMBF(4)) improved the detection sensitivity markedly. The conditions for CE
Kimberly A Kahle et al.
Electrophoresis, 27(21), 4321-4333 (2006-11-01)
The effect of cosurfactant identity on microemulsion size, elution range, retention factor, enantioselectivity, methylene selectivity, efficiency, and resolution in chiral microemulsion formulations was examined. The chiral surfactant dodecoxycarbonylvaline was used in conjunction with the cosurfactants 1-butanol, 1-pentanol, 2-pentanol, 1-hexanol, 2-hexanol
Yan-Ming Liu et al.
Electrophoresis, 30(8), 1406-1411 (2009-03-19)
A new approach for the determination of methylephedrine hydrochloride (ME), thebaine, codeine phosphate (CP), and acetylcodeine (AC) was established by CE-ECL with ionic liquid (1-butyl-3-methylimidazolium tetrafluoroborate). The conditions for the CE separation, ECL detection, and the effect of ionic liquid
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