Skip to Content
Merck
CN

287644

(1R,2R)-(−)-Pseudoephedrine

98%

Synonym(s):

α-(1-Methylaminoethyl)benzyl alcohol, (−)-ψ-Ephedrine, (−)-Pseudoephedrine, (1R,2R)-(−)-2-(Methylamino)-1-phenylpropanol, l-Pseudoephedrine

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Linear Formula:
C6H5CH[CH(NHCH3)CH3]OH
CAS Number:
321-97-1
Molecular Weight:
165.23
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
24857283
EC Number:
206-292-8
Beilstein/REAXYS Number:
2803417
MDL number:
MFCD00002203

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI key

KWGRBVOPPLSCSI-SCZZXKLOSA-N

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

SMILES string

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

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

Quality Level

100

Related Categories

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.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

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

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0001451678
1451678V
1451678
1342934
1331220

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Pseudoephedrine as a practical chiral auxiliary for the synthesis of highly enantiomerically enriched carboxylic acids, alcohols, aldehydes, and ketones.
Myers AG, et al.
Journal of the American Chemical Society, 119(28), 6496-6511 (1997)
Evaluation of a pseudoephedrine linker for asymmetric alkylations on solid phase.
Hutchison PC, et al.
Organic Letters, 4(26), 4583-4585 (2002)
Enantioselective diethylzinc additions to aldehydes catalyzed by chiral relay ligands.
Sibi MP and Levi M. Stanley.
Tetrahedron Asymmetry, 15(21), 3353-3356 (2004)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service