364010

(1R,2R)-(+)-1,2-Diphenylethylenediamine

97%

• Synonym(s): (1R,2R)- DPEDA, (1R,2R)-DPEN, (1R,2R)-(+)-1,2-Diamino-1,2-diphenylethane
• Linear Formula: [C₆H₅CH(NH₂)-]₂
• CAS Number: 35132-20-8
• Molecular Weight: 212.29
• Beilstein: 2369988
• MDL number: MFCD00082769
• UNSPSC Code: 12352116
• PubChem Substance ID: 24862410
• NACRES: NA.22

Properties

• Assay: 97%
• optical activity: [α]20/D +102°, c = 1 in ethanol
• optical purity: ee: 99% (GLC)
• mp: 79-83 °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-/m1/s1
• InChI key: PONXTPCRRASWKW-ZIAGYGMSSA-N

Description

Application

General applications:

• (1R,2R)-(+)-1,2-Diphenylethylenediamine (DPEN) is one of the widely used chiral auxiliary and ligand in the synthesis of asymmetric catalysts such as BINAP/diamine-Ru complexes for the stereoselective hydrogenation of ketones.
• It can be used in the preparation of monosulfonyl DPEN-salt to catalyze Michael addition of various ketones to maleimides.
• DPEN-derived chiral triazolium salts can be used to catalyze enantioselective intramolecular Stetter reaction and oxodiene Diels-Alder reaction.
• Zinc acetate complexes of DPEDA-derived ligands can also be used to catalyze hydrosilylation of imines.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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