Cas no 171867-34-8 (BIS((S)-(+)-1-(1-NAPHTHYL)ETHYL)AMINE)

BIS((S)-(+)-1-(1-NAPHTHYL)ETHYL)AMINE is a chiral amine derivative widely utilized in asymmetric synthesis and catalysis. Its rigid naphthyl backbone and stereogenic centers make it a valuable ligand or auxiliary in enantioselective reactions, particularly for inducing high stereocontrol. The compound’s stability and predictable coordination behavior enhance its utility in transition-metal-catalyzed processes, such as hydrogenations or cross-couplings. Its structural features also facilitate resolution of racemic mixtures or chiral pool synthesis. The (S)-(+)-configuration ensures compatibility with protocols requiring defined absolute stereochemistry. This reagent is commonly employed in academic and industrial research for constructing complex chiral frameworks with high enantiomeric purity.
BIS((S)-(+)-1-(1-NAPHTHYL)ETHYL)AMINE structure
171867-34-8 structure
Product Name:BIS((S)-(+)-1-(1-NAPHTHYL)ETHYL)AMINE
CAS No:171867-34-8
MF:C24H24ClN
MW:361.907065391541
CID:905578
PubChem ID:24869902
Update Time:2025-05-27

BIS((S)-(+)-1-(1-NAPHTHYL)ETHYL)AMINE Chemical and Physical Properties

Names and Identifiers

    • BIS((S)-(+)-1-(1-NAPHTHYL)ETHYL)AMINE
    • (1S)-1-(1-Naphthyl)-N-[(1S)-1-(1-naphthyl)ethyl]ethanamine hydroc hloride (1:1)
    • BIS[(S)-(+)-(1-NAPHTHYL)ETHYL]AMINE HYDROCHLORIDE
    • bis((S)-(+)-1-(1-naphthyl)ethyl)amine hydrochlori
    • Bis((S)-1-(1-naphthyl)ethyl)amine hydro-chloride
    • 171867-34-8
    • CS-0129012
    • bis((S)-1-(1-Naphthyl)ethyl)amine hydrochloride
    • (1S)-1-naphthalen-1-yl-N-[(1S)-1-naphthalen-1-ylethyl]ethanamine;hydrochloride
    • AKOS025294708
    • (S)-bis((S)-1-(naphthalen-1-yl)ethyl)amine hydrochloride
    • Bis[(S)-(+)-(1-naphthyl)ethyl]amine hydrochloride, 98%
    • E81498
    • MDL: MFCD00792488
    • Inchi: 1S/C24H23N.ClH/c1-17(21-15-7-11-19-9-3-5-13-23(19)21)25-18(2)22-16-8-12-20-10-4-6-14-24(20)22;/h3-18,25H,1-2H3;1H/t17-,18-;/m0./s1
    • InChI Key: SESSHTRTZDHACX-APTPAJQOSA-N
    • SMILES: Cl.N([C@@H](C)C1=CC=CC2C=CC=CC1=2)[C@@H](C)C1=CC=CC2C=CC=CC1=2

Computed Properties

  • Exact Mass: 361.15992
  • Monoisotopic Mass: 361.1597275g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 26
  • Rotatable Bond Count: 4
  • Complexity: 380
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Topological Polar Surface Area: 12

Experimental Properties

  • Color/Form: White powder
  • Melting Point: 280?°C (dec.) (lit.)
  • PSA: 12.03
  • Solubility: Not determined
  • Optical Activity: [α]23/D +185°, c =?2 in methanol

BIS((S)-(+)-1-(1-NAPHTHYL)ETHYL)AMINE Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H315-H319-H335
  • Warning Statement: P261-P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: 26-36
  • Hazardous Material Identification: Xi

BIS((S)-(+)-1-(1-NAPHTHYL)ETHYL)AMINE Pricemore >>

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Additional information on BIS((S)-(+)-1-(1-NAPHTHYL)ETHYL)AMINE

Comprehensive Overview of BIS((S)-(+)-1-(1-NAPHTHYL)ETHYL)AMINE (CAS No. 171867-34-8)

BIS((S)-(+)-1-(1-NAPHTHYL)ETHYL)AMINE (CAS No. 171867-34-8) is a chiral amine compound widely recognized for its applications in asymmetric synthesis and catalysis. This compound, characterized by its naphthyl and ethyl functional groups, is a valuable building block in pharmaceutical and fine chemical industries. Its unique stereochemistry makes it particularly useful in the synthesis of enantiomerically pure compounds, a growing demand in modern drug development.

The compound's structure features two (S)-(+)-1-(1-naphthyl)ethyl groups attached to a central nitrogen atom, enhancing its ability to act as a ligand in metal-catalyzed reactions. Researchers often explore its role in chiral resolution and stereoselective transformations, addressing the increasing need for efficient methods to produce single-enantiomer drugs. With the rise of green chemistry and sustainable practices, BIS((S)-(+)-1-(1-NAPHTHYL)ETHYL)AMINE is also being investigated for its potential in eco-friendly catalytic systems.

In recent years, the demand for chiral auxiliaries and asymmetric catalysts has surged, driven by advancements in pharmaceutical synthesis and material science. This compound's versatility aligns with trends such as precision medicine and customized therapeutics, where enantiopure compounds play a critical role. Its stability under various reaction conditions further contributes to its popularity in industrial and academic research.

From a technical perspective, BIS((S)-(+)-1-(1-NAPHTHYL)ETHYL)AMINE exhibits excellent solubility in organic solvents like toluene and dichloromethane, facilitating its use in homogeneous catalysis. Analytical techniques such as HPLC and NMR spectroscopy are commonly employed to verify its purity and stereochemical integrity. These properties make it a reliable choice for high-value applications, including the synthesis of biologically active molecules and advanced materials.

The compound's relevance extends to emerging fields like artificial intelligence (AI)-assisted drug discovery, where computational models predict its interactions with other molecules. As the scientific community focuses on machine learning and data-driven chemistry, BIS((S)-(+)-1-(1-NAPHTHYL)ETHYL)AMINE serves as a benchmark for validating new algorithms. This intersection of traditional chemistry and cutting-edge technology highlights its enduring significance.

In summary, BIS((S)-(+)-1-(1-NAPHTHYL)ETHYL)AMINE (CAS No. 171867-34-8) is a pivotal compound in modern synthetic chemistry. Its applications span asymmetric catalysis, pharmaceutical intermediates, and materials science, aligning with global trends toward sustainability and innovation. As research continues to uncover new uses, this compound remains a cornerstone of chiral chemistry and beyond.

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