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Key Documents

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.)

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Stereoselective Synthesis of (1R, 2S, 3R)-Camphordiamine.
Busacca CA, et al.
The Journal of Organic Chemistry, 65(15), 4753-4755 (2000)
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
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.
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
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

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