26495-88-5

Basic information

• Product Name: 9,10-dihydro-9,10-ethanoanthracene-11,12-diyldimethanol
• Synonyms: [16-(hydroxymethyl)tetracyclo[6.6.2.0~2,7~.0~9,14~]hexadeca-2,4,6,9,11,13-hexaen-15-yl]methanol
• CAS NO: 26495-88-5
• Molecular Formula: C₁₈H₁₈O₂
• Molecular Weight: 266.3343
• Mol File: 26495-88-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 453.9°C at 760 mmHg
• Flash Point: 217.1°C
• Density: 1.212g/cm³
• Vapor Pressure: 4.97E-09mmHg at 25°C
• Refractive Index: 1.629
• CAS DataBase Reference: 9,10-dihydro-9,10-ethanoanthracene-11,12-diyldimethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-dihydro-9,10-ethanoanthracene-11,12-diyldimethanol(26495-88-5)
• EPA Substance Registry System: 9,10-dihydro-9,10-ethanoanthracene-11,12-diyldimethanol(26495-88-5)

Safety Data

• Hazardous Substances Data: 26495-88-5(Hazardous Substances Data)

Upstream product

• 23194-04-9 trans-9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylic acid dimethyl ester 
• 120-12-7 anthracene 
• 593279-34-6 di(-)-isopulegyl fumarate 
• 593279-35-7 di(+)-fenchyl fumarate 
• 593279-33-5 di(+)-isomenthyl fumarate 
• 78392-59-3 di-<(1S)-endo>-(-)-borneyl fumarate 
• 23194-05-0 (11R,12R)-9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylic acid 
• 36326-57-5 racemic-9,10-dihydro-9,10-ethanoanthacene trans-dicarboxylic acid 
• 5445-55-6 trans-11,12-bis(hydroxymethyl)-9,10-dihydro-9,10-ethano-anthracene 
• 141-78-6 ethyl acetate 
• 123-86-4 acetic acid butyl ester 
• 108-21-4 Isopropyl acetate 
• 108-05-4 vinyl acetate 
• 23194-05-0 9,10-Dihydro-9,10-ethano-anthracen-11,12-trans-dicarbonsaeure 

Downstream Products

• 88873-79-4 11R,12R-Bis-(diphenylphosphinomethyl)-9,10-ethano-perhydro-anthracen 
• 88873-78-3 11R,12R-Bis-(p-toluensulfonyloxymethyl)-9,10-ethano-perhydro-anthracen 
• 5445-55-6 (S,S)-11,12-bis(hydroxymethyl)-9,10-dihydro-9,10-ethanoanthracene 
• 88929-24-2 11S,12S-Bis-(p-toluensulfonyloxymethyl)-9,10-dihydro-9,10-ethano-anthracen 
• 41063-85-8 11R,12R-Bis-(p-toluensulfonyloxymethyl)-9,10-dihydro-9,10-ethano-anthracen 

Relevant articles and documents

Synthesis and antiproliferative action of a novel series of maprotiline analogues

The synthesis of a diverse library of compounds structurally related to maprotiline, a norepinephrine reuptake transporter (NET) selective antidepressant which has recently been identified as a novel in vitro antiproliferative agent against Burkitt's lymp

Roof shape amines: Synthesis and application as NMR chiral solvating agents for discrimination of α-functionalized acids We wish to dedicate this paper to Professor Sukh Dev on the occasion of his 90th birthday

A series of new chiral roof shape amines have been prepared from anthracene involving simple chemical steps and enzymatic resolution of isomers. The amines were screened as chiral solvating agents for the discrimination of enantiomers of several α-functionalized acids by the 1H NMR analysis. The system can also be used to accurately measure enantiomeric excess of mandelic acid by 1H NMR analysis. The roof shape CSAs were capable of detecting the shift in the signals for the standard four nuclei of 1H, 13C, 19F and 31P of various optically active acids.

Asymmetric cycloaddition routes to both enantiomers of trans-9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylic acid

Fumarates prepared from a series of optically active alcohols were used as dienophiles in Lewis acid catalyzed asymmetric cycloadditions to anthracene. The reactions gave high yields and d.e.'s of the diester cycloaddition products and acid hydrolysis could be performed under conditions yielding only about 10% racemization. The reactions form a valuable synthetic pathway to both enantiomers of the bicyclic dicarboxylic acid, since di-(-)-menthyl fumarate yielded the (-)-(S,S)-enantiomer and di-(+)-iso-menthyl fumarate the (+)-(R,R)-enantiomer of the acid. The other fumarates, obtained from (-)-borneol, (+)-fenchol and (-)-isopulegol, likewise gave the (-)-(S,S)-enantiomer of the acid. The absolute stereochemistry of the products was confirmed via a single crystal X-ray crystallographic structure determination of the brucine salt of the (-)-(S,S)-enantiomer.