(1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine - ≥98% , CAS No.144222-34-4

CAS: 144222-34-4 Cat. No.: R115657 Molecular Weight: 366.48 EC Number: 625-751-7 PubChem CID: 2734565

GRADE & PURITY ≥98%

Synonyms

rel-(N-((1R,2R)-2-Amino-1,2-diphenylethyl)-4-methylbenzenesulfonamide) | SCHEMBL258422 | (1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine, 98% | SC11719 | (R,R)-N-(p-Toluenesulfonyl)-1,2-diphenylethylenediamine | N-((1R,2R)-2-AMINO-1,2-DIPHENYLETHYL)-4-M

Storage

Room temperature

Shipped In

Normal

Overview

Chiral diamine ligand for cooperative metal-Bronsted acid catalyzed greener reductive amination using hydrogen gas.

Specifications

Synonyms

rel-(N-((1R, 2R)-2-Amino-1, 2-diphenylethyl)-4-methylbenzenesulfonamide) | SCHEMBL258422 | (1R, 2R)-(-)-N-p-Tosyl-1, 2-diphenylethylenediamine, 98% | SC11719 | (R, R)-N-(p-Toluenesulfonyl)-1, 2-diphenylethylenediamine | N-((1R, 2R)-2-AMINO-1, 2-DIPHENYLETHYL)-4-M

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488192606
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488192606
• Canonical Smiles: CC1=CC=C(C=C1)S(=O)(=O)NC(C2=CC=CC=C2)C(C3=CC=CC=C3)N
• IUPAC Name: N-[(1R,2R)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide
• InChIKey: UOPFIWYXBIHPIP-NHCUHLMSSA-N
• INCHI: 1S/C21H22N2O2S/c1-16-12-14-19(15-13-16)26(24,25)23-21(18-10-6-3-7-11-18)20(22)17-8-4-2-5-9-17/h2-15,20-21,23H,22H2,1H3/t20-,21-/m1/s1
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)N[C@H](C2=CC=CC=C2)[C@@H](C3=CC=CC=C3)N
• WGK Germany: 3
• PubChem CID: 2734565
• Molecular Weight: 366.48
• Reaxy-Rn: 8637103

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: P-toluenesulfonamides Benzenesulfonamides Benzenesulfonyl compounds Aralkylamines Organosulfonamides Aminosulfonyl compounds Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Stilbene - P-toluenesulfonamide - Benzenesulfonamide - Tosyl compound - Benzenesulfonyl group - Aralkylamine - Toluene - Monocyclic benzene moiety - Benzenoid - Organosulfonic acid amide - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Aminosulfonyl compound - Sulfonyl - Amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Primary amine - Organosulfur compound - Organonitrogen compound - Primary aliphatic amine - Organic oxygen compound - Organic nitrogen compound - 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

Chemical and Physical Properties

• Specific Rotation[α]: 25.0 to -35.0 deg(C=1, CH3CN)
• Melt Point(°C): 128-131°C
• Molecular Weight: 366.500 g/mol
• XLogP3: 3.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 366.14 Da
• Monoisotopic Mass: 366.14 Da
• Topological Polar Surface Area: 80.600 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 511.000
• 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. Yong Pan, Chaoqin Ren, Jingshu Jin, Yanjun Wang, Sébastien Leveneur, Juncheng Jiang.  (2025)  Acid-base synergetic effect and thermal risk assessment on homogeneous catalytic production of γ-valerolactone with formic acid.  JOURNAL OF LOSS PREVENTION IN THE PROCESS INDUSTRIES,      [PMID:] [10.1016/j.jlp.2025.105636]