68240-78-8

Basic information

• Product Name: 3,4-dichlorobenzhydryl alcohol
• Synonyms: 3,4-dichlorobenzhydryl alcohol;3,4-Dichloro-α-phenylbenzenemethanol;α-(3,4-Dichlorophenyl)benzenemethanol;(3,4-dichlorophenyl)-phenylmethanol
• CAS NO: 68240-78-8
• Molecular Formula: C₁₃H₁₀Cl₂O
• Molecular Weight: 253.1239
• EINECS: 269-481-4
• Mol File: 68240-78-8.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 377.8 °C at 760 mmHg
• Flash Point: 143.5 °C
• Appearance: /
• Density: 1.325 g/cm³
• Vapor Pressure: 2.23E-06mmHg at 25°C
• Refractive Index: 1.617
• CAS DataBase Reference: 3,4-dichlorobenzhydryl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-dichlorobenzhydryl alcohol(68240-78-8)
• EPA Substance Registry System: 3,4-dichlorobenzhydryl alcohol(68240-78-8)

Safety Data

• Hazardous Substances Data: 68240-78-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H10Cl2O/c14-11-7-6-10(8-12(11)15)13(16)9-4-2-1-3-5-9/h1-8,13,16H

Upstream product

• 6287-38-3 3,4-dichlorobenzaldehyde 
• 98-80-6 phenylboronic acid 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 6284-79-3 3,4-dichlorobenzophenone 
• 7732-18-5 water 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 1253122-17-6 3-((3,4-dichlorophenyl)(phenyl)methyl)-4-hydroxy-2H-chromen-2-one 
• 92150-76-0 α-(3,4-dichlorophenyl)phenylacetonitrile 
• 1313616-32-8 3,4-dichlorobenzhydryl-1H-1,2,4-triazole 
• 111924-15-3 3,4-dichlorobenzhydryl-1H-imidazole 
• 1253122-10-9 2-((3,4-dichlorophenyl)(phenyl)methyl)-1-phenylbutane-1,3-dione 
• 1253122-04-1 3-((3,4-dichlorophenyl)(phenyl)methyl)pentane-2,4-dione 
• 1253122-14-3 ethyl 2-((3,4-dichlorophenyl)(phenyl)methyl)-3-oxobutanoate 
• 110283-72-2 3-piperidinecarboxylic acid, 1-[2-[(3,4-dichlorophenyl)phenylmethoxy]ethyl]- 
• 110283-48-2 1-{2-[(3,4-Dichloro-phenyl)-phenyl-methoxy]-ethyl}-piperidine-3-carboxylic acid ethyl ester 
• 112952-32-6 2-[(3,4-dichlorophenyl)phenylmethoxy]ethyl bromide 
• 68240-59-5 1,2-dichloro-4-(chloro(phenyl)methyl)benzene 

Relevant articles and documents

Diaryl hydroxylamines as pan or dual inhibitors of indoleamine 2,3-dioxygenase-1, indoleamine 2,3-dioxygenase-2 and tryptophan dioxygenase

Tryptophan (Trp) catabolizing enzymes play an important and complex role in the development of cancer. Significant evidence implicates them in a range of inflammatory and immunosuppressive activities. Whereas inhibitors of indoleamine 2,3-dioxygenase-1 (IDO1) have been reported and analyzed in the clinic, fewer inhibitors have been described for tryptophan dioxygenase (TDO) and indoleamine 2,3-dioxygenase-2 (IDO2) which also have been implicated more recently in cancer, inflammation and immune control. Consequently the development of dual or pan inhibitors of these Trp catabolizing enzymes may represent a therapeutically important area of research. This is the first report to describe the development of dual and pan inhibitors of IDO1, TDO and IDO2.

Employing Arynes for the Generation of Aryl Anion Equivalents and Subsequent Reaction with Aldehydes

Arynes are highly reactive intermediates, which are utilized for the electrophilic arylation of various X-H bonds (X = O, N, S etc.). Herein, a new synthetic strategy is demonstrated, where arynes are converted into aryl anion equivalents by treatment with phosphines and a base. The addition of phosphines to arynes form the phosphonium salts, which in the presence of a carbonate base generates the aryl anion equivalent. Subsequent addition of the aryl anions with aldehydes afforded the secondary alcohols.

Solvent control of product diversity in palladium-catalyzed addition of arylboronic acid to aryl aldehydes

In Pd-catalyzed arylboronic acid addition to aryl aldehydes, the expected carbinol or asymmetrical ether can be obtained as the major product by altering aqueous solvent composition. Exploiting this methodology with 2-formylbiphenyls as reaction partner, a fluorene scaffold can be readily constructed in two steps.