62784-66-1

Basic information

• Product Name: Di-1-naphthylmethanol
• Synonyms: Di-1-naphthylmethanol;Bis(alpha-naphthyl)methanol
• CAS NO: 62784-66-1
• Molecular Formula: C₂₁H₁₆O
• Molecular Weight: 284.35
• Mol File: 62784-66-1.mol

Chemical Properties

• Melting Point: 148 °C
• Boiling Point: 504.1°C at 760 mmHg
• Flash Point: 211.1°C
• Appearance: /
• Density: 1.208g/cm³
• Vapor Pressure: 5.55E-11mmHg at 25°C
• Refractive Index: 1.718
• Solubility: soluble in Toluene
• PKA: 13.28±0.20(Predicted)
• CAS DataBase Reference: Di-1-naphthylmethanol(CAS DataBase Reference)
• NIST Chemistry Reference: Di-1-naphthylmethanol(62784-66-1)
• EPA Substance Registry System: Di-1-naphthylmethanol(62784-66-1)

Safety Data

• Hazardous Substances Data: 62784-66-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Chemicals Industry:
Di-1-naphthylmethanol is used as a key component in the synthesis of various organic chemicals. Its unique structure and reactivity make it a valuable building block for the development of new compounds with specific properties.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Di-1-naphthylmethanol is utilized in the production of various drugs. Its versatility as a chemical intermediate allows for the creation of a wide range of pharmaceutical compounds with different therapeutic applications.
Used in Agrochemicals Industry:
Di-1-naphthylmethanol is employed in the manufacture of agrochemicals, such as pesticides and herbicides. Its chemical properties enable the development of effective and targeted agricultural products.
Used as a Reagent in Organic Synthesis:
Di-1-naphthylmethanol serves as a reagent in organic synthesis, facilitating various chemical reactions and transformations. Its presence can enhance the efficiency and selectivity of these reactions, leading to the production of desired products.
Used as a Chiral Auxiliary in Asymmetric Synthesis:
In asymmetric synthesis, Di-1-naphthylmethanol is used as a chiral auxiliary. This role is crucial in the production of enantiomerically pure compounds, which are essential in many pharmaceutical and chemical applications.
Used in Research for Biological Activities:
Di-1-naphthylmethanol has been studied for its potential biological activities, such as antioxidant and anti-inflammatory properties. These studies aim to explore its therapeutic potential and contribute to the development of new treatments and interventions in various medical fields.

InChI:InChI=1/C21H16O/c22-21(19-13-5-9-15-7-1-3-11-17(15)19)20-14-6-10-16-8-2-4-12-18(16)20/h1-14,21-22H

Upstream product

• 1213744-28-5 (S)-di-(1-naphthyl)methyl α-(phenylthio)propanoate 

Downstream Products

• 607-50-1 1,1'-dinaphthylmethane 
• 605-78-7 bis(naphthalen-1-yl)methanone 
• 1116086-42-0 di(naphthalen-1-yl)methyl (R)-2-phenylpropanoate 
• 7782-24-3 (S)-2-Phenylpropionic acid 
• 7782-26-5 (R)-2-Phenylpropionic acid 
• 1116086-46-4 (R)-ibuprofen di(1-naphthyl)methyl ester 
• 51146-56-6 (S)-ibuprofen 
• 51146-57-7 (R)-ibuprofene 
• 1116086-49-7 (R)-flurbiprofen di(1-naphthyl)methyl ester 
• 5104-49-4 (S)-(+)-flurbiprofen 
• 5104-49-4 (R)-flurbiprofen 
• 1116086-44-2 di(1-naphthyl)methyl (R)-2-(4-methoxyphenyl)propanoate 
• 4842-49-3 (R)-2-(4-methoxyphenyl)propionic acid 
• 24470-14-2 (S)-(+)-2-(4'-methoxyphenyl)propanoic acid 

Relevant articles and documents

METHOD FOR PRODUCING OPTICALLY ACTIVE CARBOXYLIC ACID ESTER

Provided is a method for producing an optically active carboxylic acid ester at a high yield and with high enantioselectivity using dynamic kinetic resolution, said optically active carboxylic acid ester having an α-nitrogen substituent. This method for producing an optically active carboxylic acid ester includes a step in which racemic carboxylic acid represented by formula (a) and a specific alcohol or phenol derivative are reacted in a polar solvent having a dipole moment of at least 3.5 in the presence of an acid anhydride and an asymmetric catalyst, one enantiomer of the racemic carboxylic acid is selectively esterified, and the other enantiomer is racemized. In formula (a), Ra1 represents a nitrogen-containing heteroaromatic ring group bonded to an assymetric carbon via a nitrogen atom constituting a ring, and Ra2 is an organic group.

Nonenzymatic dynamic kinetic resolution of α-(arylthio)- and α-(alkylthio)alkanoic acids

Dynamic solution: The title acids undergo dynamic kinetic resolution during an enantioselective esterification catalyzed by (S)-homobenzotetramisole ((S)-HBTM; see scheme). This method extends the scope of the carboxylic acid derivatives that are amenable to the nonenzymatic version of this transformation. Copyright

Kinetic resolution of α-substituted alkanoic acids promoted by homobenzotetramisole

A new method for catalytic nonenzymatic kinetic resolution of α-substituted alkanoic acids has been developed, which relies on their activation with DCC followed by enantioselective alcoholysis of the intermediate symm-anhydrides in the presence of the amidine-based catalyst homobenzotetramisole (HBTM). Moderate to excellent selectivity factors (s=5-96) have been obtained in the case of several classes of substrates, namely, α-aryl-, α-aryloxy/alkoxy-, α-halo-, α-azido-, and α-phthalimido-alkanoic acids. Under similar conditions, α-(arylthio/alkylthio)-alkanoic acids undergo dynamic kinetic resolution providing corresponding esters in up to 92 % ee and up to 93 % yield. Copyright