(1S,2S)-(-)-1,2-Diphenyl-1,2-ethanediamine - ≥98% , CAS No.29841-69-8

CAS: 29841-69-8 Cat. No.: S115656 Molecular Weight: 212.29 EC Number: 608-420-1

GRADE & PURITY ≥98%

Synonyms

BP-10697 | Q-200010 | Z1509382162 | (s,s)-1, 2-diphenylethylenediamine | EN300-252545 | AMY802 | MFCD00082751 | (1s,2s)-1,2-diphenyl-1,2-ethanediamine | AKOS007930132 | (s,s)-diphenylethylenediamine | A822590 | SCHEMBL187561 | AKOS015888309 | PS-5426 | (1

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

(1S,2S)-(-)-1,2-Diphenyl-1,2-ethanediamine solvation agent, For synthesis of enantiopure ethylenediamines by chirality transfer (condensation with diketones followed by reductive cleavage), Co-catalyst in the Ru catalyzed enantioselective hydrogenation of aromatic ketones, Versatile ligand for the formation of metal complexes.1 Used in the synthesis of chiral tropocoronands which have potential utility in asymmetric catalysis.

Specifications

Synonyms

BP-10697 | Q-200010 | Z1509382162 | (s, s)-1, 2-diphenylethylenediamine | EN300-252545 | AMY802 | MFCD00082751 | (1s, 2s)-1, 2-diphenyl-1, 2-ethanediamine | AKOS007930132 | (s, s)-diphenylethylenediamine | A822590 | SCHEMBL187561 | AKOS015888309 | PS-5426 | (1

Specifications & Purity

≥98%

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

≥98%

Names and Identifiers

• Pubchem Sid: 488195894
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488195894
• Canonical Smiles: C1=CC=C(C=C1)C(C(C2=CC=CC=C2)N)N
• IUPAC Name: (1S,2S)-1,2-diphenylethane-1,2-diamine
• InChIKey: PONXTPCRRASWKW-KBPBESRZSA-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-/m0/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
• 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)

Pseudomonas aeruginosa (123386 Activities)

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

Acinetobacter baumannii (41033 Activities)

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water.
• Sensitivity: Air sensitive.
• Specific Rotation[α]: -103° (C=1,EtOH)
• Melt Point(°C): 83-85°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. 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]

2. Liu Nijuan, Liu Jingjing, Niu Xiaohui, Wang Jia, Guo Ruibin, Mo Zunli.  (2021)  An electrochemical chiral sensor based on the synergy of chiral ionic liquid and 3D-NGMWCNT for tryptophan enantioselective recognition.  MICROCHIMICA ACTA,  188  (5): (1-13).  [PMID:33839948] [10.1007/s00604-021-04818-w]

3. Datong Wu, Jiapei Yang, Yonggang Peng, Yin Yu, Jie Zhang, Lili Guo, Yong Kong, Jinlong Jiang.  (2018)  Highly enantioselective recognition of various acids using polymerized chiral ionic liquid as electrode modifies.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2018.11.059]

4. 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]