24860-53-5

Basic information

• Product Name: 1,1'-([1,1'-biphenyl]-4,4'-diyl)bis(2-chloroethanone)
• Synonyms: 1,1'-([1,1'-biphenyl]-4,4'-diyl)bis(2-chloroethanone);4,4'-bis-chloroacetyl-biphenyl;1,1'-(4,4'-Biphenyldiyl)bis(2-chloroethanone)
• CAS NO: 24860-53-5
• Molecular Formula: C₁₆H₁₂Cl₂O₂
• Molecular Weight: 307.17128
• EINECS: -0
• Mol File: 24860-53-5.mol
• Article Data: 9

Chemical Properties

• Melting Point: 226-227 °C
• Boiling Point: 458.9±30.0 °C(Predicted)
• Appearance: /
• Density: 1.276±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1,1'-([1,1'-biphenyl]-4,4'-diyl)bis(2-chloroethanone)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-([1,1'-biphenyl]-4,4'-diyl)bis(2-chloroethanone)(24860-53-5)
• EPA Substance Registry System: 1,1'-([1,1'-biphenyl]-4,4'-diyl)bis(2-chloroethanone)(24860-53-5)

Safety Data

• Hazardous Substances Data: 24860-53-5(Hazardous Substances Data)

Usage

General Description

1,1'-([1,1'-biphenyl]-4,4'-diyl)bis(2-chloroethanone), also known as Bis(4-chlorophenyl) ketone, is a chemical compound used primarily in the production of pharmaceuticals and organic synthesis. It has the molecular formula C26H20Cl2O2 and a molecular weight of 429.343 g/mol. 1,1'-([1,1'-biphenyl]-4,4'-diyl)bis(2-chloroethanone) is a white to light yellow crystalline powder with a melting point of 165-170°C and a boiling point of 460.3°C at 760 mmHg. It is classified as a ketone and features two chloroethyl functional groups attached to a biphenyl backbone. It is important to handle this compound with care as it is a potential irritant to the skin, eyes, and respiratory system, and may also be harmful if swallowed or inhaled. Additionally, it is not readily biodegradable and may have negative environmental impacts if released into the environment without proper treatment.

Upstream product

• 75-15-0 carbon disulfide 
• 7446-70-0 aluminium trichloride 
• 635-84-7 4-(chloroacetyl)biphenyl 
• 79-04-9 chloroacetyl chloride 
• 108-90-7 chlorobenzene 
• 92-52-4 biphenyl 
• 108-86-1 bromobenzene 
• 787-69-9 4,4'-diacetylbiphenyl 

Downstream Products

• 100-21-0 terephthalic acid 
• 787-70-2 4,4'-diphenic acid 
• 1007882-23-6 methyl N-[(2S)-1-[(2S)-2-[5-[4-[4-[2-[(2S)-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-5-yl]phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate 
• 1009119-82-7 1,2-pyrrolidinedicarboxylic acid, 2,2’-[[1,1’-biphenyl]-4,4’-diylbis(2-oxo-2,1-ethanediyl)] bis[1-(1,1-dimethylethyl)] ester, (2S)- 
• 5354-27-8 4,4'-Bis-oxiranyl-biphenyl 
• 54914-48-6 4,4'-bis-(1-methyl-3-hydroxy-morpholinyl-3)-biphenyl 
• 18997-39-2 2,2'-<1,1'-biphenyl>-4,4'-diylbis<2-hydroxy-4,4-dimethylmorpholinium> dichloride 
• 136169-15-8 1,1'-([1,1'-biphenyl]-4,4'-diyl)bis(2-(piperidin-1-yl)ethanone) 

Relevant articles and documents

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Micro-electro-flow reactor (μ-EFR) system for ultra-fast arene synthesis and manufacture of daclatasvir

The World Health Organization (WHO) has listed daclatasvir (DCV), symmetrical arene, as one of the essential medicines for human health. DCV manufacturing is usually carried out in a non-continuous or "batch" approach over multiple locations and is severely limited by long production times (3-10 days), resulting in non-affordability (highly expensive) and disruption of the potential chain supply. Here, we report the total process system including the development of a novel electro-flow reactor containing patterned electrodeposited Ni or Pt nanoparticles over a copper electrode for a C-C coupling reaction in a co-reductant/oxidant-free, ultra-fast process for symmetrical substituted/unsubstituted biphenyl synthesis. This method was further extended to a new generation commercial batch synthetic route for continuous flow ultra-fast daclatasvir synthesis in 33.2 min. We envisage that this micro-electro-flow reactor (μ-EFR) system platform will substantially enable advances in continuous-μ-flow fine chemical manufacturing, multistep reaction sequences, reaction devising equipment, and real-time extraction.

Design, synthesis, and biological evaluation of a new series of biphenyl/bibenzyl derivatives functioning as dual inhibitors of acetylcholinesterase and butyrylcholinesterase

Alzheimer's disease (AD), the most common form of dementia in adults, is a progressive neurodegenerative disorder of the brain characterized by loss of memory and steady deterioration of cognition. Here, a series of symmetrical molecules containing biphenyl/bibenzyl scaffolds (12-36) were designed, synthesized, and evaluated for their ability to inhibit both acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). A biological evaluation showed that most of these biphenyl derivatives were potent AChE and BuChE inhibitors. Among them, compound 15 displayed the greatest ability to inhibit BuChE (IC50 = 0.74 μM) and was also a good AChE inhibitor (IC50 = 1.18 μM). Compound 19 was not only a potent AChE inhibitor (IC50 = 0.096 μM), but also a mild BuChE inhibitor (IC50 =1.25 μM). Overall, these results suggested that compound 19 may be a promising agent in the treatment of AD.