(1R,2R)-(+)-1,2-Diphenylethylenediamine - ≥99% , CAS No.35132-20-8

CAS: 35132-20-8 Cat. No.: R115655 Molecular Weight: 212.29 Beilstein Registry Number: 2369988 EC Number: 609-071-8

GRADE & PURITY ≥99%

Synonyms

(r,r)-(+)-1,2-diphenylethylenediamine | HY-79548 | (1R,2R)-1,2-Diphenylethylenediamine | (+)-1,2-diphenylethylenediamine | (+)-STILBENEDIAMINE | Z1509382122 | 1,2-Ethanediamine, 1,2-diphenyl-, (R-(R*,R*))- | (1R,2R)-(+)-1,2-Diamino-1,2-diphenylethane | (1

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

product manual

(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.

Specifications

Synonyms

(r, r)-(+)-1, 2-diphenylethylenediamine | HY-79548 | (1R, 2R)-1, 2-Diphenylethylenediamine | (+)-1, 2-diphenylethylenediamine | (+)-STILBENEDIAMINE | Z1509382122 | 1, 2-Ethanediamine, 1, 2-diphenyl-, (R-(R*, R*))- | (1R, 2R)-(+)-1, 2-Diamino-1, 2-diphenylethane | (1

Specifications & Purity

≥99%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504760938
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504760938
• Canonical Smiles: C1=CC=C(C=C1)C(C(C2=CC=CC=C2)N)N
• IUPAC Name: (1R,2R)-1,2-diphenylethane-1,2-diamine
• InChIKey: PONXTPCRRASWKW-ZIAGYGMSSA-N
• 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
• Isomeric SMILES: C1=CC=C(C=C1)[C@H]([C@@H](C2=CC=CC=C2)N)N
• WGK Germany: 3
• Molecular Weight: 212.29
• Beilstein: 2369988
• Reaxy-Rn: 2212666
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2212666&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Stilbenes

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Stilbenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Stilbenes
• Alternative Parents: Aralkylamines Benzene and substituted derivatives Organopnictogen compounds Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Stilbene - Aralkylamine - Benzenoid - Monocyclic benzene moiety - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Organonitrogen compound - Primary aliphatic amine - Amine - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

DPP4 Dipeptidyl peptidase IV (11 Activities)

Discover Target: DPP4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in methanol, toluene, slightly soluble in water
• Sensitivity: Air sensitive，heat sensitive
• Specific Rotation[α]: +98.0 to +108.0 deg(C=1, EtOH)
• Melt Point(°C): 79-83°C
• Molecular Weight: 212.290 g/mol
• XLogP3: 1.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.131 Da
• Monoisotopic Mass: 212.131 Da
• Topological Polar Surface Area: 52.000 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 171.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Zhou Lianpei, Ji Peipei, Wang Xiuwu, Qi Dongming, Chen Tao.  (2023)  Polymeric Micelles with Chiral Diamine-Ru(II) Catalysts for Asymmetric Transfer Hydrogenation of Ketones in Water.  Journal of Inorganic and Organometallic Polymers and Materials,      [PMID:] [10.1007/s10904-023-02878-4]

2. Datong Wu, Cong Ma, Ting Wan, Pengfen Zhu, Yong Kong.  (2022)  Strategies to synthesize a chiral helical polymer accompanying with two stereogenic centers for chiral electroanalysis.  ANALYTICA CHIMICA ACTA,      [PMID:35473883] [10.1016/j.aca.2022.339810]

3. Zhongxiao Yue, Manoj Pudukudy, Shiyu Chen, Yi Liu, Wenbo Zhao, Junya Wang, Shaoyun Shan, Qingming Jia.  (2020)  A non-metal Acen-H catalyst for the chemical fixation of CO2 into cyclic carbonates under solvent- and halide-free mild reaction conditions.  APPLIED CATALYSIS A-GENERAL,      [PMID:] [10.1016/j.apcata.2020.117646]

4. Zhengwen Wei, Liuqing Li, Wei Wang, Wankui Ni, Xiang-fei Lü, Giuseppe Mele, Zhen-Yi Jiang.  (2024)  Interpreting the removal behaviours of aniline and 3,4-diaminotoluene on aromatic carbon-rich magnetic polymer: Statistical modelling, DFT quantitative calculations and new perspectives.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.155113]

5. Fangqin Wang, Wenrong Cai, Lilan Tan, Junyao Li, Datong Wu, Yong Kong.  (2024)  A Liquid–Liquid Interfacial Strategy for Construction of Electroactive Chiral Covalent–Organic Frameworks with the Aim to Enlarge the Testing Scope of Chiral Electroanalysis.  ANALYTICAL CHEMISTRY,      [PMID:38335728] [10.1021/acs.analchem.3c05744]