(1R,2S)-2-Amino-1,2-diphenylethanol - CAS 23190-16-1

(1R,2S)-(-)-2-Amino-1,2-diphenylethanol (CAS# 23190-16-1) is a chiral auxilliary useful for synthesis and coupling reactions.

Product Information

Canonical SMILES
C1=CC=C(C=C1)C(C(C2=CC=CC=C2)O)N
InChI
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
Purity
≥ 98 %, ≥ 95 % e.e.
MDL
MFCD00074960
Physical State
Solid
Appearance
White or off-white crystalline powder
Storage
Room temperature.
Boiling Point
374.3 ℃ at 760 mmHg
Melting Point
142-144 ℃
Density
1.148 g/cm3
Optical Activity
−7.0°( c = 0.6 in ethanol)
TSCA
No
WGK Germany
3

Safety Information

Signal Word
Warning
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501

Reference Reading

1. A solid-state fluorescence sensing system consisting of chiral (1r,2s)-2-amino-1,2-diphenylethanol and fluorescent 2-anthracenecarboxylic acid.
Kakuhiro Kawaguchi, Tomohiro Sato, Yoshitane Imai, Yoshio Matsubara, Katuzo Murata, Reiko Kuroda. Org Lett. 2007 Aug 16; 9(17): 3457-60. DOI: 10.1021/ol701513a. PMID: 17650013.
A solid-state fluorescence sensing system was created by using a chiral supramolecular organic fluorophore having a channel-like cavity composed of (1R,2S)-2-amino-1,2-diphenylethanol as a chiral molecule and 2-anthracenecarboxylic acid as a fluorescence molecule.
2. A solid-state fluorescent host system with a 2(1)-helical column consisting of chiral (1r,2s)-2-amino-1,2-diphenylethanol and fluorescent 1-pyrenecarboxylic acid.
Kakuhiro Kawaguchi, Tomohiro Sato, Yoshitane Imai, Yoshio Matsubara, Katuzo Murata, Nobuo Tajima, Reiko Kuroda. Chem Asian J. 2008 Mar 7; 3(3): 625-629. DOI: 10.1002/asia.200700338. PMID: 18293291.
A solid-state fluorescent host system was created by self-assembly of a 2(1)-helical columnar organic fluorophore composed of (1R,2S)-2-amino-1,2-diphenylethanol and fluorescent 1-pyrenecarboxylic acid. This host system has a characteristic 2(1)-helical columnar hydrogen- and ionic-bonded network. Channel-like cavities are formed by self-assembly of this column, and various guest molecules can be included by tuning the packing of this column. Moreover, the solid-state fluorescence of this host system can change according to the included guest molecules. This occurs because of the change in the relative arrangement of the pyrene rings as they adjust to the tuning of the packing of the shared 2(1)-helical column, according to the size of the included guest molecules. Therefore, this host system can recognize slight differences in molecular size and shape.
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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