1,1′-Binaphthyl-2,2′-diamine - ≥97% , CAS No.4488-22-6

CAS: 4488-22-6 Cat. No.: B120051 Molecular Weight: 284.35 EC Number: 626-241-7

GRADE & PURITY ≥97%

Synonyms

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 | 1-(2-aminonaph

Storage

Room temperature

Shipped In

Normal

Overview

Application

Novel axially chiral Rh N-heterocyclic carbene complexes were prepared from axially dissymmetric 1,1'-binaphthalenyl-2,2'-diamine and applied in the Rh-catalyzed enantioselective hydrosilylation of methyl ketones. The enantioselective direct aldol reaction, organocatalyzed by recoverable BINAM- prolinamide derivatives can be highly accelerated by a catalytic amount of a carboxylic acid without a detrimental of the obtained enantioselectivities.

Specifications

Synonyms

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 | 1-(2-aminonaph

Specifications & Purity

≥97%

Storage

Room temperature

Shipped In

Normal

Purity

≥97%

Names and Identifiers

• 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
• RTECS: DU3090000
• Molecular Weight: 284.35
• 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: Insoluble in water
• Melt Point(°C): 188-193°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. Wenjing Wang, Jing Wu, Yuxin Xing, Zonghua Wang.  (2022)  Solvent-dependent red emissive carbon dots and their applications in sensing and solid-state luminescence.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2022.131645]

2. Chenglong Sun, Li Cui, Bingqian Zhou, Xiao Wang, Lanping Guo, Wei Liu.  (2021)  Visualizing the spatial distribution and alteration of metabolites in continuously cropped Salvia miltiorrhiza Bge using MALDI-MSI.  Journal of Pharmaceutical Analysis,      [PMID:36320597] [10.1016/j.jpha.2021.09.011]