(S)-(-)-BINAP - ≥98% , CAS No.76189-56-5

CAS: 76189-56-5 Cat. No.: B109538 Fórmula: C₄₄H₃₂P₂ Peso molecular: 622.67 Beilstein Registry Number: 5321443 Número CE: 616-305-2

GRAU & PUREZA ≥98%

Synonyms

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl | 2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL | BINAP | (S)-BINAP|(S)-(-)-BINAP

Storage

Room temperature,Argon charged

Shipped In

Normal

Visão geral

This product and its derivatives, rhodium and ruthenium are highly selective homogeneous catalysts used for the reduction of aryl ketones, β-keto esters, and α-amino ketones. They have also been used for asymmetric hydrogenation and hydroformylation of olefins, asymmetric Heck reactions, and asymmetric isomerizations of allyls. Ligand used in a palladium-catalyzed, asymmetric, tandem Heck reaction-carbanion capture process leading to a synthesis of a tricyclic sesquiterpene. Also used in a ruthenium-catalyzed asymmetric hydrogenation of α,β-unsaturated acids.
Reactant involved in : Enantioselective and diastereoselective unpoled carbonyl allylation;Syntehsis of organophophine oxides as anittumor agents;SN2 halogenation of hydroxy groups;Synthesis of BINAP complexes and Studies of conformational flexibility of BINAP chelates

Especificações

Sinónimos

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl | 2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL | BINAP | (S)-BINAP | (S)-(-)-BINAP

Especificações e pureza

≥98%

Condições de armazenamento de armazenamento

Room temperature,Argon charged

Enviado em

Normal

Pureza

≥98%

Nomes e identificadores

Pubchem Sid

508806754

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/508806754

Sorrisos canónicos

C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)P(C7=CC=CC=C7)C8=CC=CC=C8

IUPAC Name

[1-(2-diphenylphosphanylnaphthalen-1-yl)naphthalen-2-yl]-diphenylphosphane

InChIKey

MUALRAIOVNYAIW-UHFFFAOYSA-N

INCHI

1S/C44H32P2/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38/h1-32H

SMILES isoméricas

C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)P(C7=CC=CC=C7)C8=CC=CC=C8

WGK Alemanha

3

Peso molecular

622.67

Beilstein

5321443

Reaxy-Rn

4914062

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4914062&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Classe Benzene and substituted derivatives
      • Subclass Phenylphosphines and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Classe: Benzene and substituted derivatives
• Subclass: Phenylphosphines and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylphosphines and derivatives
• Alternative Parents: Naphthalenes Organic phosphines and derivatives Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Triphenylphosphine - Naphthalene - Phenylphosphine - Phosphine - Organopnictogen compound - Hydrocarbon derivative - Organophosphorus compound - Aromatic homopolycyclic compound
• Descrição: This compound belongs to the class of organic compounds known as phenylphosphines and derivatives. These are compounds containing a phenylphosphine, which consists of phosphine substituent bound to a phenyl group.
• 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

• Sensibilidade: Air & Moisture Sensitive
• Rotação específica [α]: -235° (C=0.3,Toluene)
• Ponto de fusão (°C): 239-242°C
• Peso molecular: 622.700 g/mol
• XLogP3: 11.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 7
• Exact Mass: 622.198 Da
• Monoisotopic Mass: 622.198 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 46
• Formal Charge: 0
• Complexity: 797.000
• 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