364002

Sigma-Aldrich

(1S,2S)-(−)-1,2-Diphenylethylenediamine

97%

Synonym(s):
(1S,2S)-(−)-1,2-Diamino-1,2-diphenylethane
Linear Formula:
[C6H5CH(NH2)-]2
CAS Number:
Molecular Weight:
212.29
Beilstein/REAXYS Number:
3201645
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

optical activity

[α]20/D −102°, c = 1 in ethanol

optical purity

ee: 98% (GLC)

mp

83-85 °C (lit.)

SMILES string

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

InChI

1S/C14H16N2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-14H,15-16H2/t13-,14-/m0/s1

InChI key

PONXTPCRRASWKW-KBPBESRZSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

1,2-Diphenylethylenediamine is a chiral molecule, generally used as a chiral resolving agent and as a precursor of the chiral auxiliary. It is also used as a chiral solvating agent in NMR study.

Packaging

500 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Application

Versatile ligand for the formation of metal complexes. Used in the synthesis of chiral tropocoronands which have potential utility in asymmetric catalysis.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Jérôme Long et al.
Science (New York, N.Y.), 367(6478), 671-676 (2020-02-08)
Magnetoelectric (ME) materials combine magnetic and electric polarizabilities in the same phase, offering a basis for developing high-density data storage and spintronic or low-consumption devices owing to the possibility of triggering one property with the other. Such applications require strong...
(S,S)-1,2-Diphenylethylenediamine
Chiral Reagents for Asymmetric Synthesis (2003)
Mukaiyama, T.
Aldrichimica Acta, 29, 59-59 (1996)
M Tellier et al.
Journal of pharmaceutical and biomedical analysis, 9(7), 557-563 (1991-01-01)
A new tyrosine-specific LC assay with pre-column fluorogenic derivatization is described for Tyr-Gly as model peptide. o-Hydroxylation of the tyrosine residue with tyrosinase in the presence of ascorbic acid, followed by oxidation to the corresponding quinone by potassium ferricyanide at...
N M Maier et al.
Chirality, 8(7), 490-493 (1996-01-01)
Fast and efficient baseline separation of asymmetrically substituted diarylmethanols and 1,1-diarylethanols was achieved on an endcapped, amide-linked N-3,5-dinitrobenzoylated, (R,R)-1,2-diphenyl-1,2-ethanediamine-derived chiral stationary phase (CSP). Optimal enantioselectivities on this CSP were obtained using 1% 2-propanol in n-heptane as the mobile phase. Enantiorecognition...

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

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.