134910
(1R,2S)-(−)-Ephedrine
98%
Synonym(s):
(−)-Ephedrine, (1R,2S)-(−)-α-(1-Methylaminoethyl)benzyl alcohol, (1R,2S)-(−)-2-Methylamino-1-phenyl-1-propanol, L-α-(1-Methylaminoethyl)benzyl alcohol
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About This Item
Linear Formula:
C6H5CH[CH(NHCH3)CH3]OH
CAS Number:
Molecular Weight:
165.23
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-080-5
Beilstein/REAXYS Number:
2208730
MDL number:
Quality Segment
assay
98%
form
solid
optical activity
[α]21/D −41°, c = 5 in 1 M HCl
bp
255 °C (lit.)
mp
37-39 °C (lit.)
density
1.124 g/mL at 25 °C (lit.)
functional group
amine, hydroxyl, phenyl
storage temp.
2-8°C
SMILES string
CN[C@@H](C)[C@H](O)c1ccccc1
InChI
1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10-/m0/s1
InChI key
KWGRBVOPPLSCSI-WPRPVWTQSA-N
General description
(1R,2S)-(-)-Ephedrine, a chiral β-amino alcohol, is commonly used as a chiral auxiliary in asymmetric synthesis. It undergoes reduction to form (+)-methamphetamine.
Application
(1R,2S)-(-)-Ephedrine can be used in the preparation of optically active phosphine-phosphonite ligands and chirally-substituted cyclopentadienyl (Cp) ligands. It reacts with phosphorus trichloride to form (2R,4S,5R)-2-chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidine. It can also act as a chiral resolving agent for (±)-mandelic acid.
Versatile chiral synthon, employed in catalysis and in the preparation of optically pure sulfoxides and oxazolidines.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1B
Storage Class
8A - Combustible corrosive hazardous materials
flash_point_f
186.8 °F - closed cup
flash_point_c
86 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
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