42177-25-3

Basic information

• Product Name: (R)-(+)-ALPHA-METHYL-1-NAPHTHALENEMETHANOL
• Synonyms: (R)-(+)-1-(1-NAPHTHYL)ETHANOL;(R)-(+)-ALPHA-METHYL-1-NAPHTHALENEMETHANOL;(r)-(+)-α-methyl-1-naphthalenemethanol;R-(-)-1-(1-Napthalenyl)ethanol;R-(-)-1-(1-naphthalenyl)ethanol;(1R)-1-(1-naphthyl)ethanol;(R)-(+)-α(1R)-1-(1-naphthyl)ethan
• CAS NO: 42177-25-3
• Molecular Formula: C₁₂H₁₂O
• Molecular Weight: 172.22
• Mol File: 42177-25-3.mol
• Article Data: 282

Chemical Properties

• Melting Point: 47-49 °C(lit.)
• Boiling Point: 316 °C at 760 mmHg
• Flash Point: 145.4 °C
• Appearance: /
• Density: 1.113 g/cm³
• Vapor Pressure: 0.000177mmHg at 25°C
• Refractive Index: 1.632
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.29±0.20(Predicted)
• CAS DataBase Reference: (R)-(+)-ALPHA-METHYL-1-NAPHTHALENEMETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-ALPHA-METHYL-1-NAPHTHALENEMETHANOL(42177-25-3)
• EPA Substance Registry System: (R)-(+)-ALPHA-METHYL-1-NAPHTHALENEMETHANOL(42177-25-3)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 42177-25-3(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Uses

(R)?-?1-?(Naphthalen-?1-?yl)?ethanol is a coupling reagent used in the synthesis of ferrocene aminophosphoxazoline ligands.

InChI:InChI=1/C12H12O/c1-9(13)11-8-4-6-10-5-2-3-7-12(10)11/h2-9,13H,1H3/t9-/m1/s1

Upstream product

• 941-98-0 1'-naphthacetophenone 
• 1127-76-0 1-ethylnapthelene 
• 57605-95-5 1-(1-naphthyl)ethanol 
• 57573-90-7 acetic acid 1-(1-naphthyl)ethyl ester 
• 544-97-8 dimethyl zinc(II) 
• 66-77-3 1-naphthaldehyde 
• 676-58-4 methylmagnesium chloride 
• 2371-70-2 tetramethyl titanium 
• 113794-42-6 (R)-1-(1'-naphthyl)ethyl butyrate 
• 97150-89-5 C₄₂H₇₀O₃₅*C₁₂H₁₀O 
• 75-24-1 trimethylaluminum 
• 826-74-4 1-vinylnaphthalene 
• 97-72-3 2-Methylpropionic anhydride 
• 24425-00-1 diisopropyl pyrocarbonate 

Downstream Products

• 57605-95-5 1-(1-naphthyl)ethanol 
• 876307-40-3 (R)-1-(naphthalen-1-yl)ethyl benzoate 

Relevant articles and documents

PQXdpap: Helical Poly(quinoxaline-2,3-diyl)s Bearing 4-(Dipropylamino)pyridin-3-yl Pendants as Chirality-Switchable Nucleophilic Catalysts for the Kinetic Resolution of Secondary Alcohols

Helically chiral poly(quinoxaline-2,3-diyl)s bearing 4-(dipropylamino)pyridin-3-yl pendants at the 5-position of the quinoxaline ring (PQXdpap) exhibited high catalytic activities and moderate to high selectivities (up to s = 87) in the acylative kinetic resolution of secondary alcohols. The solvent-dependent helical chirality switching of PQXdpap between pure toluene and a 1:1 mixture of toluene and 1,1,2-trichloroethane enabled the preparation of either compound of a pair of enantiomerically pure alcohols (>99% ee) from a single catalyst.

Tridentate nitrogen phosphine ligand containing arylamine NH as well as preparation method and application thereof

The invention discloses a tridentate nitrogen phosphine ligand containing arylamine NH as well as a preparation method and application thereof, and belongs to the technical field of organic synthesis. The tridentate nitrogen phosphine ligand disclosed by the invention is the first case of tridentate nitrogen phosphine ligand containing not only a quinoline amine structure but also chiral ferrocene at present, a noble metal complex of the type of ligand shows good selectivity and extremely high catalytic activity in an asymmetric hydrogenation reaction, meanwhile, a cheap metal complex of the ligand can also show good selectivity and catalytic activity in the asymmetric hydrogenation reaction, and is very easy to modify in the aspects of electronic effect and space structure, so that the ligand has huge potential application value. A catalyst formed by the ligand and a transition metal complex can be used for catalyzing various reactions, can be used for synthesizing various drugs, and has important industrial application value.

Asymmetric Catalytic Meerwein-Ponndorf-Verley Reduction of Ketones with Aluminum(III)-VANOL Catalysts

We report herein an efficient aluminum-catalyzed asymmetric MPV reduction of ketones with broad substrate scope and excellent yields and enantiomeric inductions. A variety of aromatic (both electron-poor and electron-rich) and aliphatic ketones were converted to chiral alcohols in good yields with high enantioselectivities (26 examples, 70-98percent yield and 82-99percent ee). This method operates under mild conditions (-10 °C) and low catalyst loading (1-5 mol percent). Furthermore, this process is catalyzed by the earth-abundant main-group element aluminum and employs 2-propanol as the hydride source.