149245-03-4

Basic information

• Product Name: (RS)-1-(2-Diphenylphosphino-1-naphthyl)isoquinoline
• Synonyms: (RS)-1-(2-Diphenylphosphino-1-naphthyl)isoquinoline;(+/-)-QUINAP;QUINAP;(1-isoquinolin-1-ylnaphthalen-2-yl)-diphenylphosphane
• CAS NO: 149245-03-4
• Molecular Formula: C₃₁H₂₂NP
• Molecular Weight: 439.486841
• Product Categories: Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Isoquinolines;New Products for Chemical Synthesis
• Mol File: 149245-03-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 588.065°C at 760 mmHg
• Flash Point: 309.451°C
• Appearance: /
• Vapor Pressure: 0mmHg at 25°C
• PKA: 4.45±0.30(Predicted)
• CAS DataBase Reference: (RS)-1-(2-Diphenylphosphino-1-naphthyl)isoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: (RS)-1-(2-Diphenylphosphino-1-naphthyl)isoquinoline(149245-03-4)
• EPA Substance Registry System: (RS)-1-(2-Diphenylphosphino-1-naphthyl)isoquinoline(149245-03-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 149245-03-4(Hazardous Substances Data)

Usage

General Description

(RS)-1-(2-Diphenylphosphino-1-naphthyl)isoquinoline is a chemical compound that consists of an isoquinoline group attached to a 2-diphenylphosphino-1-naphthyl group. (RS)-1-(2-Diphenylphosphino-1-naphthyl)isoquinoline is often used as a ligand in organometallic chemistry, where it can bond to metal atoms to form coordination complexes. These complexes have various applications in catalysis, such as in the synthesis of pharmaceuticals and fine chemicals. The structure of (RS)-1-(2-Diphenylphosphino-1-naphthyl)isoquinoline makes it a versatile and valuable compound for use in chemical reactions and industrial processes.

InChI:InChI=1/C31H22NP/c1-3-13-25(14-4-1)33(26-15-5-2-6-16-26)29-20-19-23-11-7-9-17-27(23)30(29)31-28-18-10-8-12-24(28)21-22-32-31/h1-22H

Upstream product

• 1532-72-5 isoquinoline N-oxide 
• 149245-06-7 1-(2-trifluoromethanesulfonyloxy-1-naphthyl)isoquinoline 
• 829-85-6 diphenylphosphane 
• 93-04-9 2-Methoxynaphthalene 
• 3401-47-6 1-bromo-2-methoxynaphthalene 
• 104116-17-8 2-methoxynaphthalene-1-boronic acid 
• 773-90-0 1-diazo-2(1H)naphthalenone 
• 54879-88-8 N-benzyl-2,2-dimethoxyethylamine 
• 100-52-7 benzaldehyde 
• 119-65-3 isoquinoline 
• 135-19-3 β-naphthol 
• 17154-34-6 (trimethylsilyl)diphenylphosphine 
• 1000062-70-3 1-(2-bromonaphthalen-1-yl)isoquinoline 
• 149245-04-5 1-(2-methoxynaphthalen-1-yl)-isoquinoline 

Downstream Products

• 452303-25-2 [1-(2-diphenylphosphino-1-naphthyl)isoquinoline]tricarbonylrhenium(I) chloride 
• 1108697-63-7 [Cu(1-(2-diphenylphosphini-1-naphthyl)isoquinoline)I]2 
• 149245-07-8 (1-(isoquinolin-1-yl)naphthalen-2-yl)diphenylphosphine oxide 
• 155411-25-9 (S)-[(C₁₀H₆(P(C₆H₅)2)C₉H₆N)Rh(cyclooctadiene)]CF₃SO₃ 
• 155411-27-1 Rh((C₆H₅)2P(C₁₉H₁₂N))2⁽¹⁺⁾*CF₃SO₃^(1-)={Rh((C₆H₅)2P(C₁₉H₁₂N))2}CF₃SO₃ 

Relevant articles and documents

Asymmetric synthesis of QUINAP via dynamic kinetic resolution

A palladium-catalyzed, atroposelective C-P coupling process has been developed for the asymmetric synthesis of QUINAP and its derivatives in high enantiomeric excess. Bromide, triflate (OTf) and 4- methanesulfonylbenzenesulfonate (OSs) precursors were stu

1-aryl isoquinoline compound and synthetic method thereof

The invention belongs to the field of organic synthesis, and discloses a 1-aryl isoquinoline compound, which has a structure shown as a general formula I. In the formula I, R1 and R2 are independentlyselected from hydrogen, alkyl, alkoxy, phenyl, halogen,

Expedient synthesis of 3-hydroxyisoquinolines and 2-hydroxy-1,4- naphthoquinones via one-pot aryne acyl-alkylation/condensation

A convenient method is disclosed for the synthesis of both 3-hydroxyisoquinolines and 2-hydroxy-1,4-naphthoquinones from β-ketoesters using a one-pot aryne acyl-alkylation/condensation procedure. When performed in conjunction with a one-step method for the synthesis of the β-ketoester substrates, this method provides a new route to these polyaromatic structures in only two steps from commercially available carboxylic acid starting materials. The utility of this approach is demonstrated in the synthesis of the atropisomeric P,N-ligand, QUINAP. The Royal Society of Chemistry 2009.