23851-46-9

Basic information

• Product Name: 4,4'-dichlorobenzilic acid
• Synonyms: 4,4'-dichlorobenzilic acid;α,α-Bis(p-chlorophenyl)-α-hydroxyacetic acid
• CAS NO: 23851-46-9
• Molecular Formula: C₁₄H₁₀Cl₂O₃
• Molecular Weight: 297.1334
• Mol File: 23851-46-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 463.2°Cat760mmHg
• Flash Point: 234°C
• Appearance: /
• Density: 1.469g/cm³
• Vapor Pressure: 2.22E-09mmHg at 25°C
• Refractive Index: 1.637
• CAS DataBase Reference: 4,4'-dichlorobenzilic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-dichlorobenzilic acid(23851-46-9)
• EPA Substance Registry System: 4,4'-dichlorobenzilic acid(23851-46-9)

Safety Data

• Hazardous Substances Data: 23851-46-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 1412, 1953 DOI: 10.1021/ja01102a042

InChI:InChI=1/C14H10Cl2O3/c15-11-5-1-9(2-6-11)14(19,13(17)18)10-3-7-12(16)8-4-10/h1-8,19H,(H,17,18)

Upstream product

• 3457-46-3 4,4'-dichlorobenzil 
• 56-23-5 tetrachloromethane 
• 68668-89-3 2,2-bis(4-chlorophenyl)acetyl chloride 
• 37580-81-7 1,2-bis(4-chlorophenyl)-1,2-ethandiol 
• 510-15-6 chlorobenzilate 
• 124-38-9 carbon dioxide 
• 90-98-2 4,4'-Dichlorobenzophenone 
• 79133-03-2 chloro-bis-(4-chloro-phenyl)-acetyl chloride 

Downstream Products

• 510-15-6 chlorobenzilate 
• 90-98-2 4,4'-Dichlorobenzophenone 
• 212852-47-6 3-[2,2-Bis-(4-chloro-phenyl)-2-hydroxy-acetylamino]-propionic acid 

Relevant articles and documents

Synthesis of α-hydroxycarboxylic acids from various aldehydes and ketones by direct electrocarboxylation: A facile, efficient and atom economy protocol

In present work, the formation of α-hydroxycarboxylic acids have been described from various aromatic aldehydes and ketones via direct electrocarboxylation method with 80-92% of yield without any side product and can be purified by simple recrystallization using sacrificial Mg anode and Pt cathode in an undivided cell, CO2at (1 atm) was continuously bubbled in the cell throughout the reaction using tetrapropylammonium chloride as a supporting electrolyte in acetonitrile. The synthesized compounds obtained in fair to excellent yield with a high level of purity. The characterization of electrocarboxylated compounds was done with spectroscopic techniques like IR, NMR (1H & 13C), mass and elemental analysis.

Benzylic Acid Rearrangement in the Solid State

Benzylic acid rearrangements in the solid state were studied and some of them were found to proceed faster than in solution.Although the rearrangement which is initiated by an attack of OH- and then proceeds via radical intermediate was clarified to be similar to that in solution, the effect of alkali metal hydroxide on the rearrangement in the solid state was different from that in solution.