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458511

Sigma-Aldrich

meso-1,2-Diphenylethylenediamine

98%

Synonym(s):

(1R,2S)-Diaminodiphenylethane, meso-1,2-Diamino-1,2-diphenylethane, meso-1,2-Diphenyl-1,2-ethanediamine, meso-1,2-Diphenyl-1,2-ethylenediamine, meso-1,2-Diphenyldiaminoethane, meso-1,2-Diphenylethanediamine, meso-Stilbenediamine, rel-(1R,2S)-1,2-Diphenyl-1,2-ethanediamine

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About This Item

Linear Formula:
[C6H5CH(NH2)-]2
CAS Number:
Molecular Weight:
212.29
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39011513
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

118-122 °C (lit.)

functional group

amine
phenyl

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+

InChI key

PONXTPCRRASWKW-OKILXGFUSA-N

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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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Koichi Kodama et al.
Organic & biomolecular chemistry, 10(9), 1877-1882 (2012-01-26)
A supramolecular chiral host consisting of N-(2-naphthoyl)-L-aspartic acid (L-1) and meso-1,2-diphenylethylenediamine (2) is effective in enantioseparation of 1-arylethanols (up to 96% ee with 100% inclusion ratio). Here we report three different methods to prepare the inclusion crystals and discuss the
Nobuko Mibu et al.
Chemical & pharmaceutical bulletin, 56(7), 1052-1058 (2008-07-02)
N-carbamoyl and N-acyl diamine derivatives were synthesized from symmetrical diamines by their addition to iso(thio)cyanates, cleavage reaction of acid anhydride, or N-acylation by acyl chloride. (1R,2R)-1,2-Diaminocyclohexane [(1R,2R)-1], meso-1,2-diaminocyclohexane (meso-1), (1R,2R)-1,2-diphenylethylenediamine [(1R,2R)-3], or meso-1,2-diphenylethylenediamine (meso-3) were used as the starting symmetrical
Stereoselective Synthesis of (1R, 2S, 3R)-Camphordiamine.
Busacca CA, et al.
The Journal of Organic Chemistry, 65(15), 4753-4755 (2000)
Irina Veselova et al.
Talanta, 171, 108-114 (2017-05-30)
The paper presents a novel multi-purpose enzymatic system and procedures for fluorescent determination of several flavonoids in herbal pharmaceuticals and plant materials after their enzyme-catalyzed oxidation by hydrogen peroxide and further derivatization with meso-1,2-diphenylethylenediamine. This system may be used for
Christian Rummey et al.
Bioorganic & medicinal chemistry letters, 16(5), 1405-1409 (2005-12-03)
Dipeptidyl peptidase IV is a clinically validated target for type-2 diabetes and belongs to a family of peptidases with a quite unique post-proline cleavage specificity. Known inhibitors contain a limited number of molecular anchors occupying the small prototypical S1 pocket.

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