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551996

Sigma-Aldrich

(S)-(+)-2-Benzylamino-1-phenylethanol

97%

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About This Item

Linear Formula:
C6H5CH2NHCH2CH(OH)C6H5
CAS Number:
51096-49-2
Molecular Weight:
227.30
MDL number:
MFCD03427123
UNSPSC Code:
12352116
PubChem Substance ID:
24879244
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

97%

optical activity

[α]20/D +57°, c = 1 in chloroform

mp

115-118 °C (lit.)

functional group

amine
hydroxyl
phenyl

SMILES string

O[C@H](CNCc1ccccc1)c2ccccc2

InChI

1S/C15H17NO/c17-15(14-9-5-2-6-10-14)12-16-11-13-7-3-1-4-8-13/h1-10,15-17H,11-12H2/t15-/m1/s1

InChI key

XAOCLQUZOIZSHV-OAHLLOKOSA-N

General description

(S)-2-Benzylamino-1-phenylethanol can be used as a starting material in the preparation of iron catalysts applicable in the oxidation of secondary alcohols and benzylic methylene groups.[1]

Application

(S)-(+)-2-Benzylamino-1-phenylethanol can be used as an intermediate in the synthesis of aziridines using α-amino and α-amido ketones via asymmetric transfer hydrogenation reaction.[2][3]

Legal Information

Manufactured under license by Sterling Pharma Solutions Limited, using Jacobsen HKR technology.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
05701BO

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Enantioselective synthesis of β-hydroxy amines and aziridines using asymmetric transfer hydrogenation of α-amino ketones
Kawamoto AM and Wills M
Journal of the Chemical Society. Perkin Transactions 1, 373(16), 1916-1928 (2001)
Polydentate pyridyl ligands and the catalytic activity of their iron (II) complexes in oxidation reactions utilizing peroxides as the oxidants
Lenze M, et al.
J. Mol. Catal. A: Chem., 373, 161-171 (2013)
Enantioselective synthesis of β-hydroxy amines and aziridines using asymmetric transfer hydrogenation of α-amido ketones
Kawamoto A and Wills M
Tetrahedron Asymmetry, 11(16), 3257-3261 (2000)

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