(S)-BINOL - ≥99% , CAS No.18531-99-2

CAS: 18531-99-2 Cat. No.: B100620 Fórmula: C₂₀H₁₄O₂ Peso molecular: 286.32 Beilstein Registry Number: 4296068 Número EC: 606-050-5

GRADE & PURITY ≥99%

Synonyms

(S)-BINOL | (+/-)-1,1'-Binaphthalene-2,2'-diol | 1-(2-hydroxy-1-naphthalenyl)-2-naphthalenol | (1r)-[1,1'-binaphthalene]-2,2'-diol | (S)-(-)-1,1'-Bi(2-naphthol) | [1,1']Binaphthalenyl-2,2'-diol | AI3-19388 | Binol (R)-(+)-form [MI] | (R)-(+)-1,1'-Bi(2-nap

Storage

Store at 2-8°C

Shipped In

Wet ice

Descripción general

(S)-BINOL ligand in combination with titanium(IV) isopropoxide, forms (S)-(-)-BINOL-Ti complex, which is an effective chiral catalyst for: ? asymmetric addition of alkynylzinc to unactivated ketones ? enantioselective ring-opening reaction of meso-stilbene oxide and cyclohexene oxide with anilines ? asymmetric aryl transfers from triaryl(tetrahydrofuran)aluminum reagents to a wide variety of ketones It can also react with zirconium(IV) isopropoxide isopropanol complex to form a chiral Lewis acid catalyst for the facile enantioselective allylation of aldehydes by allyltributyltin. Precursor to phosphoramidite catalyst employed in a conversion of allylic alcohols to allylic amines.

Specifications

Sinónimos

(S)-BINOL | (+/-)-1,1'-Binaphthalene-2,2'-diol | 1-(2-hydroxy-1-naphthalenyl)-2-naphthalenol | (1r)-[1,1'-binaphthalene]-2,2'-diol | (S)-(-)-1,1'-Bi(2-naphthol) | [1,1']Binaphthalenyl-2,2'-diol | AI3-19388 | Binol (R)-(+)-form [MI] | (R)-(+)-1,1'-Bi(2-nap

Especificaciones y pureza

≥99%

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥99%

Nombres e identificadores

Pubchem Sid

508811088

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/508811088

Sonrisas canónicas

C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)O)O

IUPAC Name

1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol

InChIKey

PPTXVXKCQZKFBN-UHFFFAOYSA-N

INCHI

1S/C20H14O2/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/h1-12,21-22H

Isómeros SMILES

C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)O)O

WGK Alemania

3

RTECS

DU3106100

Número ONU

2811

Peso molecular

286.32

Beilstein

4296068

Reaxy-Rn

997518

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=997518&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Clase Naphthalenes
      • Subclass Naphthols and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Clase: Naphthalenes
• Subclass: Naphthols and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthols and derivatives
• Alternative Parents: 1-hydroxy-2-unsubstituted benzenoids Organooxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: 2-naphthol - 1-hydroxy-2-unsubstituted benzenoid - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homopolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.
• 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

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Insoluble in water; Soluble in Ethanol,Tetrahydrofuran; Slightly soluble in Toluene
• Rotación específica [α]: -36 ° (C=1, THF)
• Punto de fusión (°C): 205-211°C
• Peso molecular: 286.300 g/mol
• XLogP3: 5.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 286.099 Da
• Monoisotopic Mass: 286.099 Da
• Topological Polar Surface Area: 40.500 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