287644
(1R,2R)-(−)-Pseudoephedrine
98%
Synonym(s):
α-(1-Methylaminoethyl)benzyl alcohol, (−)-ψ-Ephedrine, (−)-Pseudoephedrine, (1R,2R)-(−)-2-(Methylamino)-1-phenylpropanol, l-Pseudoephedrine
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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:
206-292-8
Beilstein/REAXYS Number:
2803417
MDL number:
Quality Segment
assay
98%
form
solid
optical activity
[α]20/D −51°, c = 0.6 in ethanol
mp
118-120 °C (lit.)
functional group
amine, hydroxyl, phenyl
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+/m1/s1
InChI key
KWGRBVOPPLSCSI-SCZZXKLOSA-N
General description
(1R,2R)-(-)-Pseudoephedrine is an enantiomer of ephedrine mainly used as a chiral auxiliary for asymmetric synthesis.
Application
(1R,2R)-(-)-Pseudoephedrine may be used in the preparation of chiral relay ligands, which can catalyze the addition of diethylzinc to aldehydes leading to the corresponding secondary alcohol. The immobilization of pseudoephedrine on Merrifield resin forms a chiral linker, which may be used for the asymmetric alkylation of amides via solid-phase approach.
Signal Word
Danger
Hazard Codes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 3
Target Organs
Central nervous system
Storage Class
8A - Combustible corrosive hazardous materials
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
PPE (personal protective equipment)
dust mask type N95 (US), Eyeshields, Gloves
Precautionary Statements
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