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Safety Information

331899

Sigma-Aldrich

(1R,2S)-(−)-2-Amino-1,2-diphenylethanol

99%

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About This Item

Linear Formula:
C6H5CH(NH2)CH(C6H5)OH
CAS Number:
23190-16-1
Molecular Weight:
213.28
Beilstein:
2806218
MDL number:
MFCD00074960
UNSPSC Code:
12352116
PubChem Substance ID:
24860006
NACRES:
NA.22

Assay

99%

form

solid

optical activity

[α]25/D −7.0°, c = 0.6 in ethanol

mp

142-144 °C (lit.)

functional group

amine
hydroxyl
phenyl

SMILES string

N[C@H]([C@H](O)c1ccccc1)c2ccccc2

InChI

1S/C14H15NO/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-14,16H,15H2/t13-,14+/m0/s1

InChI key

GEJJWYZZKKKSEV-UONOGXRCSA-N

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Application

Chiral auxiliary used for Pd(II)-assisted chiral tandem alkylation and carbonylative coupling reactions.

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

331899-5G:
331899-VAR:
331899-BULK:
331899-1G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP2851
MKBS5389V
MKBJ5597V
MKBG4279V
MKBD4359

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J.J. Masters et al.
The Journal of Organic Chemistry, 58, 4547-4547 (1993)
J.J. Masters et al.
The Journal of Organic Chemistry, 56, 5666-5666 (1991)
Michael L Berger et al.
Bioorganic & medicinal chemistry, 17(9), 3456-3462 (2009-04-07)
We resolved 1,2-diphenylethylamine (DPEA) into its (S)- and (R)-enantiomer and used them as precursors for synthesis of (S)- and (R)-1-(1,2-diphenylethyl)piperidine, flexible homeomorphs of the NMDA channel blocker MK-801. We also describe the synthesis of the dicyclohexyl analogues of DPEA. These

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