23277-00-1

Basic information

• Product Name: (1-NAPHTHYLMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE
• Synonyms: (1-NAPHTHYLMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE;TRIPHENYL(1-NAPHTHYLMETHYL)PHOSPHONIUM CHLORIDE;(1-NAPHTHYLMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE 97%;(1-Naphtylmethyl)triphenylphosphonium·chloride;Triphenyl(1-naphtylmethyl)phosphonium·chloride;(1-Naphthylmethyl)triphenylphosphonium chloride,97%;(naphthalen-1-ylmethyl)triphenylphosphonium chloride
• CAS NO: 23277-00-1
• Molecular Formula: C₂₉H₂₄P*Cl
• Molecular Weight: 438.93
• EINECS: 245-548-3
• Product Categories: Phosphonium Compounds;Synthetic Organic Chemistry;Wittig & Horner-Emmons Reaction;Wittig Reaction
• Mol File: 23277-00-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: 300 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: white crystalline powder.
• Density: g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• BRN: 3581515
• CAS DataBase Reference: (1-NAPHTHYLMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (1-NAPHTHYLMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE(23277-00-1)
• EPA Substance Registry System: (1-NAPHTHYLMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE(23277-00-1)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-37
• Hazardous Substances Data: 23277-00-1(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline powder

InChI:InChI=1/C29H24P.ClH/c1-4-16-26(17-5-1)30(27-18-6-2-7-19-27,28-20-8-3-9-21-28)23-25-15-12-14-24-13-10-11-22-29(24)25;/h1-22H,23H2;1H/q+1;/p-1

Upstream product

• 603-35-0 triphenylphosphine 
• 86-52-2 1-Chloromethylnaphthalene 

Downstream Products

• 826-74-4 1-vinylnaphthalene 
• 60824-79-5 1-Methyl-6-(1-naphthyl)-2,3,4-triphenyl-fulven 
• 101937-30-8 1-(4-Brommethyl-styryl)-naphthalin 
• 22920-34-9 (E)-1-(4-nitrostyryl)naphthalene 
• 76670-39-8 1-bromo-2-[2-(1'-naphthyl)ethenyl]benzene 
• 60824-72-8 1-((2,3,4,5-tetraphenylcyclopenta-2,4-dienylidene)methyl)naphthalene 
• 90-12-0 1-Methylnaphthalene 
• 791-28-6 Triphenylphosphine oxide 
• 141185-47-9 2-Methyl-benzoic acid (Z)-2-naphthalen-1-yl-1-o-tolyl-vinyl ester 
• 128479-12-9 1-(1'-naphthyl)-2-(3-benzyloxy-4-methoxyphenyl)-ethene 
• 34662-93-6 1-(1-naphthyl)-4-phenyl-1,3-butadiene 
• 229185-00-6 (S,S)-(-)-1-(1-Naphthyl)-2-(2-naphthyl)ethane-1,2-diol 
• 229185-00-6 (R,R)-(+)-1-(1-Naphthyl)-2-(2-naphthyl)ethane-1,2-diol 
• 71691-24-2 1-(3'-hydroxy-4'-methoxyphenyl)ethyl-naphthalene 

Relevant articles and documents

Stereoselective synthesis of 2(S)-(1,1-dimethylethylsulfonylmethyl)-3-(1- naphthyl)-propionic acid, building block for protease inhibitors via asymmetric hydrogenation

Title compound 1b (purity > 99%, 99.6% ee) is synthesized (100g scale) from commercial 3-bromo-pyruvic acid in six steps with an overall yield of 16%. The sequence is operationally simple and devoid of chromatographic purifications. Key step is the asymmetric hydrogenation of a substrate with sulfur functionality.

Stereopure Functionalized Benzosultams via Ruthenium(II)-Catalyzed Dynamic Kinetic Resolution-Asymmetric Transfer Hydrogenation

A highly diastereo- and enantioselective Ru(II)-catalyzed dynamic kinetic resolution-asymmetric transfer hydrogenation (DKR-ATH) of α-(N-sulfonylimino) and α-(N-sulfonylamino) aryl ketones to 4-hydroxy-benzo-δ- and 3-(α-hydroxy-arylmethyl)-benzo-γ-sultams is presented. By employing enantiopure ansa-Ru[PipSO2DPEN(CH2)4Ph] cat. II with S/C = 10 000 in a HCO2H/Et3N binary mix, up to >99.9% ee and dr >99:1 are obtained with 100% conversion under mild conditions. Application to access the stereopure "structurally simplified TsDPEN" N,N-ligand syn-3-(α-aminobenzyl)-benzo-γ-sultam ("syn-ULTAM") and its structural isomer trans-4-amino-3-phenyl-benzo-δ-sultam (trans-4) is demonstrated.

Process for the stereoselective synthesis of 3-substituted 2-sulfonylmethylpropionic acids, and intermediate products

Compounds of the formula I STR1 can be prepared in a multi-day process starting from the compounds of the formulae II and III