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Merck
CN

364002

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

97%

Synonym(s):

(1S,2S)-(−)-1,2-Diamino-1,2-diphenylethane

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About This Item

Linear Formula:
[C6H5CH(NH2)-]2
CAS Number:
29841-69-8
Molecular Weight:
212.29
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
24862409
MDL number:
MFCD00082751
Beilstein/REAXYS Number:
3201645
Assay:
97%

Key Documents

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Product Name

(1S,2S)-(−)-1,2-Diphenylethylenediamine, 97%

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

SMILES string

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

InChI key

PONXTPCRRASWKW-KBPBESRZSA-N

assay

97%

optical activity

[α]20/D −102°, c = 1 in ethanol

optical purity

ee: 98% (GLC)

mp

83-85 °C (lit.)

functional group

amine
phenyl

Quality Level

200

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Packaging

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.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ4206
BCCD6487
BCBZ4217
BCBP4784V
BCBJ1179V

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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)
Chenier, P.J. et al.
Tetrahedron Letters, 38, 7341-7341 (1997)
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
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