(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 CE: 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

Visão geral

(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

Especificações e pureza

≥99%

Condições de armazenamento de armazenamento

Store at 2-8°C

Enviado em

Wet ice

Este produto requer transporte de cadeia fria. Serviços terrestres e outros serviços econômicos não estão disponíveis.

Pureza

≥99%

Nomes e identificadores

Pubchem Sid

508811088

Pubchem Sid Url

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

Sorrisos canónicos

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

SMILES isoméricas

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

WGK Alemanha

3

RTECS

DU3106100

Número UN

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
    • Classe Naphthalenes
      • Subclass Naphthols and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Classe: 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
• Descrição: 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 ação

Propriedades químicas e físicas

• Solubilidade: Insoluble in water; Soluble in Ethanol,Tetrahydrofuran; Slightly soluble in Toluene
• Rotação específica [α]: -36 ° (C=1, THF)
• Ponto de fusão (°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