(R)-(+)-1,1′-Binaphthyl-2,2′-diamine - ≥99% , CAS No.18741-85-0

CAS: 18741-85-0 Cat. No.: R138409 Molecular Weight: 284.35 Beilstein Registry Number: 5279621 EC Number: 628-471-3

GRADE & PURITY ≥99%

Synonyms

(R)-B | INAM | N-Hexadecanoyl-Serinemonosodiumsalt | WLN: L66J CZ B- 2 | (r)-binaphthyldiamine | (S)-(-)-1,1'-Binaphthalene-2,2'-diamine | 2,2'-diamino-1,1'-binaphthalene | FT-0637744 | (+)-2,2'-Diamino-1,1'-binaphthyl | (S)-2,2'-Diamino-1,1'-binaphthyl |

Storage

Room temperature

Shipped In

Normal

Overview

It is used for the preparation of N-alkylated derivatives and use as chiral auxiliaries.
1,1′-Binaphthyl-2,2′-diamine derivatives have been used for asymmetric hydrogenations,1 cyclopropanations,2,3 and formation of chiral lactones.3,4,5

Specifications

Synonyms

(R)-B | INAM | N-Hexadecanoyl-Serinemonosodiumsalt | WLN: L66J CZ B- 2 | (r)-binaphthyldiamine | (S)-(-)-1, 1'-Binaphthalene-2, 2'-diamine | 2, 2'-diamino-1, 1'-binaphthalene | FT-0637744 | (+)-2, 2'-Diamino-1, 1'-binaphthyl | (S)-2, 2'-Diamino-1, 1'-binaphthyl |

Specifications & Purity

≥99%

Storage

Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488182631
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488182631
• Canonical Smiles: C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)N)N
• IUPAC Name: 1-(2-aminonaphthalen-1-yl)naphthalen-2-amine
• InChIKey: DDAPSNKEOHDLKB-UHFFFAOYSA-N
• INCHI: 1S/C20H16N2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12H,21-22H2
• Isomeric SMILES: C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)N)N
• WGK Germany: 3
• Molecular Weight: 284.35
• Beilstein: 5279621
• Reaxy-Rn: 2138401
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2138401&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthalenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthalenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthalenes
• Alternative Parents: Primary amines Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Naphthalene - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Organonitrogen compound - Amine - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
• 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

• Solubility: Slightly soluble in water.
• Specific Rotation[α]: 155° (C=1,Pyridine)
• Melt Point(°C): 242-243°C
• Molecular Weight: 284.400 g/mol
• XLogP3: 4.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 284.131 Da
• Monoisotopic Mass: 284.131 Da
• Topological Polar Surface Area: 52.000 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 346.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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. Zhi Tong, Nan Li, Xueru Guo, Mingjiang Zhang, Bowen Li, Shanshan Zhao, Chong Zhang, Yan Jiang, Qi Guo, Ran Shan, Yajie Zhou, Kewenjing Zhu, Yanji Huang, Nian Zou, Mohan Wang, Keqiang He, Tongcui Jiang, Taotao Zhuang.  (2026)  Chiroplasmonic Nanohelices for Glioblastoma Suppression.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202527480]