60536-98-3

Basic information

• Product Name: 2 2'-DIMETHYL-1 1'-BINAPHTHYL 90
• Synonyms: 2 2'-DIMETHYL-1 1'-BINAPHTHYL 90;2,2'-dimethyl-1,1'-binaphthalene;1,1'-Binaphthalene, 2,2'-diMethyl-;2,2'-Dimethyl-1,1'-binaphthalene 90%
• CAS NO: 60536-98-3
• Molecular Formula: C₂₂H₁₈
• Molecular Weight: 282.38
• Mol File: 60536-98-3.mol
• Article Data: 51

Chemical Properties

• Boiling Point: 190-210 °C0.2 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• CAS DataBase Reference: 2 2'-DIMETHYL-1 1'-BINAPHTHYL 90(CAS DataBase Reference)
• NIST Chemistry Reference: 2 2'-DIMETHYL-1 1'-BINAPHTHYL 90(60536-98-3)
• EPA Substance Registry System: 2 2'-DIMETHYL-1 1'-BINAPHTHYL 90(60536-98-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 60536-98-3(Hazardous Substances Data)

Usage

Uses

2,2''-Dimethyl-1,1''-binaphthalene (cas# 60536-98-3) is a compound useful in organic synthesis.

General Description

2,2′-Dimethyl-1,1′-binaphthalene is a binaphthalene derivative.

Upstream product

• 2586-62-1 1-bromo-2-methylnaphtalene 
• 91-57-6 2-Methylnaphthalene 
• 21450-90-8 (2-methyl-1-naphthyl)magnesium bromide 
• 36374-82-0 1-iodo-2-methylnaphthalene 
• 312303-50-7 2-(2-methyl-naphthalen-1-yl)-[1,3,2]dioxaborolane 
• 312303-48-3 4,4,5,5-tetramethyl-2-(2-methylnaphthalen-1-yl)-1,3,2-dioxaborolane 
• 823-96-1 Trimethylboroxine 
• 86688-06-4 (R_a)-2,2'-diiodo-1,1'-binaphthyl 
• 80991-26-0 (R)-(-)-4,5-dihydro-3H-dinaphtho[2,1-c:1',2'-e]oxepine 
• 14221-01-3 tetrakis(triphenylphosphine) palladium⁽⁰⁾ 
• 70595-34-5 1,1'-bis(trimethylstannyl)ferrocene 
• 76905-80-1 (S)-2,2'-diiodo-1,1'-binaphthyl 
• 5859-45-0 1-chloro-2-methylnaphthalene 
• 141807-44-5 (+/-)-2,2'-bis(trifluoromethanesulfonyloxy)-1,1-binaphthyl 

Downstream Products

• 1312996-47-6 4,5-dihydro-3H-dinaphtho[2,1-c:1',2'-e]phosphepine-4-oxide 
• 96-76-4 2,4-di-tert-Butylphenol 
• 597579-92-5 rac-2,2'-bis[2,2-bis(4-dimethylaminophenyl)ethenyl]binaphthyl 
• 865095-85-8 rac-2,2'-bis[2,2-bis(4-methoxyphenyl)ethenyl]binaphthyl 
• 515811-37-7 (S)-4-(4-methoxyphenyl)-4,5-dihydro-3H-dinaphtho[2,1-c;1',2'-e]phosphepine 
• 597579-95-8 rac-2,2'-bis[2,2-bis(4-dimethylaminophenyl)-2-hydroxyethyl]binaphthyl 
• 155825-57-3 4-phenyl-4,5-dihydro-3H-dinaphtho<2,1-c;1',2'-e>phosphepine 
• 71031-40-8 2,2'-bis(diphenylphosphinylmethyl)-1,1'-binaphthyl 

Relevant articles and documents

Application of a Ferrocene-Based Palladacycle Precatalyst to Enantioselective Aryl-Aryl Kumada Coupling

The palladium catalysed reaction of 1-iodo-2-methylnaphthalene and 2-methyl-1-naphthylmagnesium bromide gave quantitatively an (Sa)-configured cross-coupled product in 80 % e.e. using (R,Sp)-PPFA as a ligand. N,N-Dimethylaminomethylferrocene was cyclopalladated (Na2PdCl4, (S)?Ac?Phe?OH, 93 % e.e., as determined by 1H NMR as a result of self-induced non-equivalence), and the resulting (Sp)-configured dimeric palladacycle was employed as a precatalyst for this cross-coupling reaction (5 mol%). Addition to the palladacycle of diphenylphosphine and subsequent base-promoted bidentate ligand synthesis and palladium capture gave an in situ generated catalyst resulting in an (Sp)-configured product in up to 71 % e.e.

NOVEL CHIRAL DIHYDROBENZOAZAPHOSPHOLE LIGANDS AND SYNTHESIS THEREOF

This invention relates to novel phosphorous ligands useful for organic transformations. Methods of making and using the ligands in organic synthesis are described. The invention also relates to processes for preparing the novel ligands.

A Binaphthyl-Based Scaffold for a Chiral Dirhodium(II) Biscarboxylate Ligand with α-Quaternary Carbon Centers

A chiral dirhodium(II) paddlewheel complex has been synthesized from biscarboxylate ligands derived from BINOL, and the resulting complex has been used in enantioselective carbene/alkyne cascade reactions. The ligand design was guided by requirements of α