118018-45-4

Basic information

• Product Name: 2-Methyl-1,1'-binaphthalene
• Synonyms: 2-Methyl-1,1'-binaphthalene;2,2-Bis[(4R)-4-tert-butyl-2-oxazolin-2-yl]propane;(S)-2-Methyl-1,1'-binaphthyl
• CAS NO: 118018-45-4
• Molecular Formula: C₂₁H₁₆
• Molecular Weight: 268.35
• Mol File: 118018-45-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 402.6±25.0 °C(Predicted)
• Appearance: /
• Density: 1.121±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-Methyl-1,1'-binaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-1,1'-binaphthalene(118018-45-4)
• EPA Substance Registry System: 2-Methyl-1,1'-binaphthalene(118018-45-4)

Safety Data

• Hazardous Substances Data: 118018-45-4(Hazardous Substances Data)

Upstream product

• 5859-45-0 1-chloro-2-methylnaphthalene 
• 13922-41-3 1-Naphthylboronic acid 
• 2586-62-1 1-bromo-2-methylnaphtalene 
• 87829-16-1 2'-methyl-3,4-dihydro-1,1'-binaphthalene 

Downstream Products

• 80409-67-2 1-(1-naphthyl)-naphthalene-2-carbaldehyde 
• 18795-02-3 racemic 1,1'-binaphthyl-2-carboxylic acid 

Relevant articles and documents

Fine Tuning of Chiral Bis(N-heterocyclic carbene) Palladium Catalysts for Asymmetric Suzuki-Miyaura Cross-Coupling Reactions: Exploring the Ligand Modification

Novel chiral N,N′-bisaryl bis(NHC) ligand precursors H2[(S)-2]Cl2 on a spiro scaffold and H2[(S)-3b-g]Cl2 with a binaphthyl linkage were rationally designed and their cyclometalated cis-chelated NHC palladium complexes (S)-5, (S)-6, and (S)-7b-g have been synthesized and fully characterized. Complexes 6 and 7b were further confirmed by X-ray single-crystal analysis. Both complexes adopted a slightly distorted square planar geometry around the Pd(II) center. The structure of 6 consists of a rare dimeric arrangement incorporating two palladium(II) centers bonded through a short metal-metal bond (2.853(2) ?), indicating a PdII-PdII intramolecular interaction (?). These N,N′-bisaryl-bis(NHC)-Pd complexes together with N,N′-bisalkyl analogues {[(S)-1a-d]PdX2} (X = I, (S)-4a; X = Br, (S)-4b-d) have been used in the asymmetric aryl-aryl cross-coupling reactions of arylboronic acids and aryl halides. The enantioselectivity of the biaryl products was greatly improved within 24 h (up to 74% ee) when complexes 7a-g were used as catalysts. The results show that for these types of bis(NHC) palladium catalysts the structural characters of the chiral scaffolds play a decisive role in the enantioselectivities of cross-coupling reactions.