Skip to Content
Merck
All Photos(1)

Documents

715964

Sigma-Aldrich

(1S,2S)-N,N′-Dimethyl-1,2-diphenyl-1,2-ethylenediamine

97%

Synonym(s):

(1S,2S)-N,N′-Dimethyl-1,2-diphenylethane-1,2-diamine

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C16H20N2
CAS Number:
Molecular Weight:
240.34
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

optical activity

[α]22/D −17.0°, c = 0.5 in chloroform

mp

48-53 °C

SMILES string

CN[C@H]([C@@H](NC)c1ccccc1)c2ccccc2

InChI

1S/C16H20N2/c1-17-15(13-9-5-3-6-10-13)16(18-2)14-11-7-4-8-12-14/h3-12,15-18H,1-2H3/t15-,16-/m0/s1

InChI key

BTHYVQUNQHWNLS-HOTGVXAUSA-N

Application

(1S,2S)-N,N′-Dimethyl-1,2-diphenyl-1,2-ethylenediamine can be used as:
  • A precursor for the synthesis of chiral imidazolinium salts, which are used as catalysts for aza Diels−Alder reaction and as shift reagents for potassium salt of Mosher′s acid.
  • A ligand in the preparation of 2,3-dihydrobenzofurans and indanes by reacting alkyl halides with alkyl electrophiles using nickel/diamine catalyst.
  • A ligand in the synthesis of carbamates, sulfonamides, and sulfones through alkyl-alkyl Suzuki reaction using Ni catalyst.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

New directing groups for metal-catalyzed asymmetric carbon-carbon bond-forming processes: stereoconvergent alkyl-alkyl Suzuki cross-couplings of unactivated electrophiles
Wilsily A, et al.
Journal of the American Chemical Society, 134(13), 5794-5797 (2012)
Catalytic enantioselective cyclization/cross-coupling with alkyl electrophiles
Cong H and Fu GC
Journal of the American Chemical Society, 136(10), 3788-3791 (2014)
The preparation of new enantiopure imidazolinium salts and their evaluation as catalysts and shift reagents
Jurcik V and Wilhelm R
Tetrahedron Asymmetry, 17(5), 801-810 (2006)

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