43210-74-8

Basic information

• Product Name: (S)-(+)-1-(2-NAPHTHYL)-1,2-ETHANEDIOL
• Synonyms: (S)-(+)-1-(2-NAPHTHYL)-1,2-ETHANEDIOL;(S)-(+)-1-(2-NAPHTHYL)-1,2-ETHANEDIOL, 9 8%;(S)-(+)-(2-Naphthyl)-1,2-ethanediol
• CAS NO: 43210-74-8
• Molecular Formula: C₁₂H₁₂O₂
• Molecular Weight: 190.24
• Mol File: 43210-74-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 131-135 °C(lit.)
• Boiling Point: 402.3°C at 760 mmHg
• Flash Point: 202.3°C
• Appearance: /
• Density: 1.237g/cm³
• Vapor Pressure: 3.42E-07mmHg at 25°C
• Refractive Index: 1.668
• CAS DataBase Reference: (S)-(+)-1-(2-NAPHTHYL)-1,2-ETHANEDIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-1-(2-NAPHTHYL)-1,2-ETHANEDIOL(43210-74-8)
• EPA Substance Registry System: (S)-(+)-1-(2-NAPHTHYL)-1,2-ETHANEDIOL(43210-74-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 43210-74-8(Hazardous Substances Data)

Usage

General Description

(S)-(+)-1-(2-NAPHTHYL)-1,2-ETHANEDIOL, also known as D-(+)-erythro-1-(2-naphthyl)-1,2-propanediol, is a chiral compound with the molecular formula C13H14O2. It is a white to off-white powder with a melting point of around 159-162°C. (S)-(+)-1-(2-NAPHTHYL)-1,2-ETHANEDIOL is often used as a chiral auxiliary in organic synthesis, where it can be used to control the stereochemistry of reactions. It is also utilized in the preparation of various pharmaceutical compounds and in the production of chiral ligands for asymmetric catalysis. Additionally, (S)-(+)-1-(2-NAPHTHYL)-1,2-ETHANEDIOL has potential applications in the field of medicinal chemistry and drug development.

InChI:InChI=1/C12H12O2/c13-8-12(14)11-6-5-9-3-1-2-4-10(9)7-11/h1-7,12-14H,8H2/t12-/m1/s1

Upstream product

• 43210-74-8 (+/-)-1-(2-naphthalenyl)-ethane-1,2-diol 
• 100-52-7 benzaldehyde 
• 98-88-4 benzoyl chloride 
• 86457-71-8 2-(naphthalen-2-yl)oxirane 

Downstream Products

• 49801-14-1 (S)-1-(2-naphthyl)-1,2-ethanediol 
• 357952-89-7 (S)-(+)-1-(2-Naphthyl)-2-(p-tolylsulfonyloxy)ethanol 
• 33741-78-5 DL-2-Amino-2-(2-naphthyl)acetic acid 
• 827-54-3 2-naphthylethylene 
• 542-52-9 Dibutyl carbonate 
• 174198-96-0 4-(naphthalen-2-yl)-1,3-dioxolan-2-one 
• 93-09-4 naphthalene-2-carboxylate 
• 66-99-9 β-naphthaldehyde 
• 354153-61-0 (S)-2-Hydroxy-N-((S)-2-hydroxy-1-naphthalen-2-yl-ethyl)-2-phenyl-acetamide 
• 354153-57-4 (S)-2-Hydroxy-N-((R)-2-hydroxy-1-naphthalen-2-yl-ethyl)-2-phenyl-acetamide 
• 204851-80-9 (R)-2-amino-2-(2-naphthyl)ethanol 
• 191109-49-6 (S)-2-amino-2-(β-naphthyl)-1-ethanol 
• 153875-87-7 (+/-)-2-amino-2-(2-naphthalenyl)-ethanol 

Relevant articles and documents

Kinetic Resolution of 1,2-Diols via NHC-Catalyzed Site-Selective Esterification

A kinetic resolution of 1,2-diols bearing both a secondary and a primary alcohol motif through an N-heterocyclic carbene-catalyzed oxidative acylation reaction has been developed. A site- and enantioselective esterification reaction is involved for this process. Both the monoacylated diols obtained and the remaining enantioenriched 1,2-diols are versatile building blocks for the preparation of functional molecules with proven biological activities.

Method for the asymmetric dihydroxylation of olefins, using osmium catalysts

This invention relates to process for asymmetric dihydroxylation of olefins using osmium catalysts to obtain monofunctional, bifunctional, and/or polyfunctional chiral 1,2-diols of the formula (I) R1R2C(OH)—C(OH)R3R4??(I) where R1to R4are defined herein, by reacting an olefin of the formula (II) R1R2C═CR3R4??(II) where R1to R4are defined as for formula (I), with molecular oxygen in the presence of an osmium compound and a chiral amine ligand in water or a water-containing solvent mixture at a pH of from 8.5 to 13.

Bismuth(III)-catalyzed oxidative cleavage of aryl epoxides: substituent effects on the kinetics of the oxidation reaction

Bismuth(III)mandelate catalyzes the oxidative C-C bond cleavage of a series of styrene epoxides in DMSO, to the corresponding aryl carboxylic acids.The reaction is accelerated in the presence of electron-donating groups substituting the phenyl ring.A good Hammet correlation of log kobs versus ? has been obtained, with a ρ of -1.08.Key words: Bismuth; Aryl epeoxide cleavage; Oxidation; Substituent effects; Bi(III) catalysis; Hammet correlation