Production Method 1

13329-40-3

639-58-7

92-91-1

Reaction Conditions

1.1 Reagents: Tetrabutylammonium fluoride Catalysts: Tris(dibenzylideneacetone)dipalladium Solvents: Toluene ,  Tetrahydrofuran ;  rt; 2 h, 100 °C

Reference

Fluoride-promoted cross-coupling of chloro(mono-, di-, or triphenyl)germanes with aryl halides in "moist" toluene. Multiple transfer of the phenyl group from organogermane substrates and comparison of the coupling efficiencies of chloro(phenyl)germanes with their corresponding stannane and silane counterparts

Pitteloud, Jean-Philippe; Zhang, Zun-Ting; Liang, Yong; Cabrera, Laura; Wnuk, Stanislaw F., Journal of Organic Chemistry, 2010, 75(23), 8199-8212

Production Method 2

98-80-6

99-90-1

92-91-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Palladium diacetate Solvents: Dimethylformamide ,  Water ;  1 h, 110 °C

Reference

Recoverable palladium catalysts for Suzuki-Miyaura cross-coupling reactions based on organic-inorganic hybrid silica materials containing imidazolium and dihydroimidazolium salts

Trilla, Montserrat; Borja, Guadalupe; Pleixats, Roser; Man, Michel Wong Chi; Bied, Catherine; et al, Advanced Synthesis & Catalysis, 2008, 350(16), 2566-2574

Production Method 3

55660-68-9

56296-15-2

92-91-1

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: Palladium diacetate ,  Bis(1,1-dimethylethyl)[2′,4′,6′-tris(1-methylethyl)[1,1′-biphenyl]-2-yl]phosphin… Solvents: Toluene ,  Water ;  80 °C

Reference

Suzuki-Miyaura Coupling of Aryl Nosylates with Diethanolamine Boronates

Kohler, Philipp ; Perrin, Timothe; Schafer, Gabriel, Synthesis, 2023, 55(19), 3159-3171

Production Method 4

98-80-6

13329-40-3

92-91-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: (SP-4-3)-Chloro[2-(diphenylphosphino-κP)-N-[2-(diphenylphosphino-κP)phenyl]benze… Solvents: 1-Butanol ,  Water ;  12 h, 100 °C

Reference

Aqueous Suzuki couplings mediated by a hydrophobic catalyst

Hong, Sheng-Bo; Liang, Lan-Chang, RSC Advances, 2022, 12(44), 28862-28866

Production Method 5

98-80-6

99-90-1

92-91-1

Reaction Conditions

1.1 Reagents: Potassium carbonate ,  Oxygen Catalysts: 2842071-34-3 Solvents: Ethanol ,  Water ;  6 h, 80 °C

Reference

Palladium complexes of PNNP type diiminodiphosphine ligands for the Suzuki C-C coupling reactions

Tezcan, Burcu; Kemal Yilmaz, Mustafa; Yakali, Gul; Aygun, Muhittin; Guzel, Bilgehan, Inorganica Chimica Acta, 2022, 543,

Production Method 6

3562-73-0

92-91-1

Reaction Conditions

1.1 Reagents: Tetrabutylammonium tetrafluoroborate Solvents: Acetonitrile ,  Water ;  4.5 h, rt

Reference

An efficient electrochemical oxidation of C(sp3)-H bond for the synthesis of arylketones

Kong, Jingyang; Zhang, Feng; Zhang, Chenxuan; Chang, Weixing; Liu, Lingyan; et al, Molecular Catalysis, 2022, 530,

Production Method 7

98-80-6

99-90-1

92-91-1

Reaction Conditions

1.1 Reagents: Tripotassium phosphate Catalysts: 2820068-26-4 Solvents: Chloroform ,  Toluene ;  2 h, 80 °C

Reference

Pd(II) Complexes with Pyridine Ligands: Substituent Effects on the NMR Data, Crystal Structures, and Catalytic Activity

Kurpik, Gracjan; Walczak, Anna; Goldyn, Mateusz; Harrowfield, Jack; Stefankiewicz, Artur R., Inorganic Chemistry, 2022, 61(35), 14019-14029

Production Method 8

98-80-6

13329-40-3

92-91-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Palladium diacetate ,  Poly[oxy[(chloromethyl)-1,2-ethanediyl]] (reaction products with methylimidazole and bis(trifluoromethylsulfonyl)imide ion-exchanged) Solvents: Water ;  30 min, 60 °C

Reference

From a single helix to a helical porous metalloenzyme catalyst based on temperature sensitive polyionic liquids

Li, Xinjuan; Zhou, Zhangquan; Dong, Jiaxin; Sun, Yanping; Ma, Guanglei; et al, Polymer Chemistry, 2022, 13(33), 4789-4797

Production Method 9

98-80-6

99-90-1

92-91-1

Reaction Conditions

1.1 Reagents: Potassium hydroxide Catalysts: 1902962-58-6 Solvents: Toluene ;  15 min, rt → 100 °C

Reference

Tandem Suzuki-Miyaura/transfer hydrogenation reaction catalyzed by a Pd-Ru complex bearing an anionic dicarbene

Bitzer, Mario J.; Kuehn, Fritz E.; Baratta, Walter, Journal of Catalysis, 2016, 338, 222-226

Production Method 10

98-80-6

99-90-1

92-91-1

Reaction Conditions

1.1 Reagents: Sodium hydroxide Catalysts: 2400891-28-1 Solvents: Isopropanol ;  2.5 h, 80 °C

Reference

Hetero-Bimetallic Complexes Based on an Anthyridine Ligand Preparation and Catalytic Activity

Lin, Shih-Chieh Aaron; Liu, Yi-Hung; Peng, Shie-Ming; Liu, Shiuh-Tzung, Organometallics, 2020, 39(1), 123-131

Production Method 11

98-80-6

13329-40-3

92-91-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: N-(2-Aminoethyl)-3-aminopropyltrimethoxysilane (mesoporous silica-supported, palladium complex) ,  Palladium diacetate Solvents: Dimethylformamide ,  Water ;  20 min, 80 °C

Reference

Pd(OAc)2@SBA-15/PrEn nanoreactor: a highly active, reusable and selective phosphine-free catalyst for Suzuki-Miyaura cross-coupling reaction in aqueous media

Rostamnia, Sadegh; Xin, Hongchuan, Applied Organometallic Chemistry, 2013, 27(6), 348-352

Production Method 12

98-80-6

99-90-1

92-91-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: (SP-4-2)-[Methylenebis[3-(4-carboxylatophenyl)-1H-imidazol-1-yl-2(3H)-ylidene]]b… Solvents: Water ;  0.5 h, 100 °C

Reference

pH-Responsive chelating N-heterocyclic dicarbene palladium(II) complexes: recoverable precatalysts for Suzuki-Miyaura reaction in pure water

Li, Liuyi; Wang, Jinyun; Zhou, Chunshan; Wang, Ruihu; Hong, Maochun, Green Chemistry, 2011, 13(8), 2071-2077

Production Method 13

98-80-6

99-91-2

92-91-1

Reaction Conditions

1.1 Reagents: Tripotassium phosphate Catalysts: Palladium diacetate ,  18-Crown-6 Solvents: Dimethylformamide ;  1 h, 95 °C; 95 °C → 20 °C
1.2 10 min, 20 °C
1.3 Solvents: Dimethylformamide ;  7 h, 95 °C

Reference

Bis(tetrazolyl)benzenes as ligands in the Suzuki reaction: Promoters or inhibitors?

Burukin, A. S.; Vasil'ev, A. A.; Merkulova, N. L.; Struchkova, M. I.; Zlotin, S. G., Russian Chemical Bulletin, 2006, 55(1), 118-122

Production Method 14

10549-76-5

13329-40-3

47102-67-0

92-91-1

Reaction Conditions

1.1 Catalysts: Di-μ-chlorobis(η3-2-propenyl)dipalladium Solvents: Dimethylformamide
1.2 Reagents: Water

Reference

Synthesis of Unsymmetrical Biaryls by Palladium-Catalyzed Cross Coupling Reactions of Arenes with Tetrabutylammonium Triphenyldifluorosilicate, a Hypervalent Silicon Reagent

Mowery, Molly E.; DeShong, Philip, Journal of Organic Chemistry, 1999, 64(9), 3266-3270

Production Method 15

98-80-6

99-91-2

92-91-1

Reaction Conditions

1.1 Catalysts: Bis(benzonitrile)dichloropalladium ,  2925303-71-3 Solvents: Toluene ;  12 h, rt
1.2 Reagents: Potassium carbonate Solvents: Toluene ,  Water ;  2 h, 80 °C

Reference

Porous Supramolecular Assemblies for Efficient Suzuki Coupling of Aryl Chlorides

Chen, Fang; Zheng, Liping; Li, Chen; Wang, Benlei; Wu, Qing; et al, Small, 2023, 19(36),

Production Method 16

98-80-6

99-90-1

92-91-1

Reaction Conditions

1.1 Reagents: Triethylamine Catalysts: Palladium ,  2960271-97-8 (complexes with Pd) Solvents: Water ;  3 h, 40 °C

Reference

Supramolecular linear-dendritic nanoreactors: synthesis and catalytic activity in "green" suzuki-miyaura reactions

Liu, Xin ; Yavitt, F. Max ; Gitsov, Ivan, Polymers (Basel, 2023, 15(7),

Production Method 17

98-80-6

99-90-1

92-91-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: 2905341-25-3 Solvents: Dichloromethane ,  Water ;  0.5 h, 25 °C

Reference

Sulfobetaine inner salt type double N-heterocyclic carbene palladium complex, synthesis method and application thereof as catalyst in Suzuki coupling reaction

, China, , ,

Production Method 18

98-80-6

99-90-1

92-91-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Tetrabutylammonium bromide ,  2839708-99-3 Solvents: Water ;  7 min, 100 °C

Reference

Benzothiazole-Based Palladium Complexes as Efficient Nano-Sized Catalysts for Microwave Hydrothermal Suzuki -Miyaura Cross-Couplings

Khormi, Afaf Y.; Abboud, Mohamed; Hamdy, Mohamed S.; Eissa, Murad; Shaaban, Mohamed R., Journal of Inorganic and Organometallic Polymers and Materials, 2023, 33(1), 105-119

Production Method 19

98-80-6

13329-40-3

92-91-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: 2821077-20-5 Solvents: Butyl ether ;  7 h, 140 °C

Reference

Recoverable low fluorine content palladium complex-catalyzed Suzuki-Miyaura and Sonogashira coupling reactions under thermomorphic mode

Tessema, Eskedar; Fan, Yao-Wen; Chiu, Chiao-Fan; Elakkat, Vijayanath; Rahayu, Hening Asti; et al, Tetrahedron, 2022, 122,

Production Method 20

98-80-6

99-90-1

92-91-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Palladium Solvents: Ethanol ;  1 h, 80 °C
1.2 1 h, rt

Reference

Nanowire Networks of Metal-Organosilicates as Reversible Pd(II) Reservoirs for Suzuki Coupling Reactions

Shao, Yu ; Zeng, Hua Chun, ACS Applied Nano Materials, 2021, 4(10), 10886-10901

4-Acetylbiphenyl Raw materials

• Phenylboronic acid
• 1-(4-Biphenylyl)ethanol
• Tetrabutylammonium bromide
• 4'-Iodoacetophenone
• 4’-Bromoacetophenone
• Silicate(1-), difluorotriphenyl-, (TB-5-11)-
• 1-(4-chlorophenyl)ethan-1-one
• Chlorotriphenylstannane
• 4-acetylphenyl 4-nitrobenzenesulfonate
• 2-Phenyl-1,3,6,2-dioxazaborocane

4-Acetylbiphenyl Preparation Products

• 4-Acetylbiphenyl (92-91-1)

• 1. Distinction of trans–cis photoisomers with comparable optical properties in multiple-state photochromic systems – examining a molecule with three azobenzenes via in situ irradiation NMR spectroscopy?
  Jonas Kind,Lukas Kaltschnee,Martin Leyendecker,Christina M. Thiele Chem. Commun., 2016,52, 12506-12509
• 2. Fe/S-Catalyzed synthesis of 2-benzoylbenzoxazoles and 2-quinolylbenzoxazoles via redox condensation of o-nitrophenols with acetophenones and methylquinolines?
  Thi Thu Tram Nguyen,Thanh Binh Nguyen Org. Biomol. Chem., 2021,19, 6015-6020
• 3. Emerging 2D hybrid nanomaterials: towards enhanced sensitive and selective conductometric gas sensors at room temperature
  Hanie Hashtroudi,Ian D. R. Mackinnon J. Mater. Chem. C, 2020,8, 13108-13126
• 4. Establishing empirical design rules of nucleic acid templates for the synthesis of silver nanoclusters with tunable photoluminescence and functionalities towards targeted bioimaging applications?
  Jason Y. C. Lim,Yong Yu,Guorui Jin,Kai Li,Yi Lu,Jianping Xie Nanoscale Adv., 2020,2, 3921-3932
• 5. Establishing the accuracy of position-specific carbon isotope analysis of propane by GC-pyrolysis-GC-IRMS
  ChangjieLiu,PengLiu,XiaofengWang,XiaoqiangLi,JuskeHorita

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Ketones
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Ketones
• Solvents and Organic Chemicals Organic Compounds Aldehyde/Ketone

Chemical Profile of 4-Acetylbiphenyl (CAS No. 92-91-1)

4-Acetylbiphenyl, identified by the Chemical Abstracts Service registry number CAS No. 92-91-1, is an organic compound that has garnered significant attention in the field of pharmaceutical chemistry and materials science. This aromatic compound, featuring an acetyl group attached to a biphenyl core, exhibits unique structural and functional properties that make it a valuable intermediate in synthetic chemistry and a subject of interest in various research domains.

The molecular structure of 4-Acetylbiphenyl consists of two benzene rings connected by a carbon-carbon bond, with one ring substituted by an acetyl group at the para position relative to the phenolic hydroxyl group. This configuration imparts distinct reactivity and electronic characteristics, enabling its application in diverse chemical transformations. The compound’s stability and ease of functionalization have positioned it as a key building block in the synthesis of more complex molecules.

In recent years, 4-Acetylbiphenyl has been extensively studied for its potential applications in medicinal chemistry. Researchers have explored its derivatives as candidates for various therapeutic interventions, including anti-inflammatory, anticancer, and antimicrobial agents. The biphenyl moiety, known for its ability to modulate biological pathways, when combined with the acetyl group, enhances the compound’s bioavailability and binding affinity to target proteins. This has led to the development of novel pharmacophores that exhibit promising preclinical activity.

One of the most compelling aspects of 4-Acetylbiphenyl is its role in material science, particularly in the development of advanced polymers and liquid crystals. The rigid aromatic structure provides excellent thermal stability and mechanical strength, making it an ideal candidate for high-performance materials used in electronics, optoelectronics, and coatings. Recent advancements have demonstrated its incorporation into conductive polymers, which could revolutionize the field of organic electronics by enabling more efficient and sustainable devices.

The synthesis of 4-Acetylbiphenyl typically involves acetylation reactions on biphenyl derivatives or Friedel-Crafts acylation followed by purification processes. These synthetic pathways have been optimized to ensure high yields and purity, which are critical for industrial-scale production. The compound’s versatility allows for further functionalization via cross-coupling reactions, such as Suzuki or Heck couplings, expanding its utility in constructing complex molecular architectures.

From a regulatory perspective, 4-Acetylbiphenyl is classified as a non-controlled chemical substance, facilitating its use in both academic research and commercial applications without stringent regulatory hurdles. However, adherence to good laboratory practices (GLP) and safety protocols remains essential during handling and experimentation to ensure worker safety and environmental protection.

The future prospects of 4-Acetylbiphenyl are vast, with ongoing research focusing on expanding its applications in drug discovery and advanced materials. Innovations in synthetic methodologies are expected to further streamline its production, making it more accessible for industrial applications. As our understanding of molecular interactions deepens, 4-Acetylbiphenyl is poised to play an increasingly significant role in shaping the next generation of pharmaceuticals and materials.

• 787-69-9(4,4'-Diacetylbiphenyl)
• 227099-60-7(Methanone,1,1'-[5'-(4-benzoylphenyl)[1,1':3',1''-terphenyl]-4,4''-diyl]bis[1-phenyl-)
• 33090-29-8(Methanone, [1,1'-biphenyl]-4,4'-diylbis[phenyl-)
• 5748-38-9(4-Acetyl-4'-Methylbiphenyl)
• 3112-01-4(Ethanone,1-[1,1'-biphenyl]-3-yl-)
• 230647-85-5(4'-acetyl-biphenyl-4-carbaldehyde)
• 76650-29-8(Ethanone,1-(3'-methyl[1,1'-biphenyl]-4-yl)-)
• 5730-92-7(Ethanone,1-(4'-ethyl[1,1'-biphenyl]-4-yl)-)
• 47732-99-0(1-[4-[3,5-bis(4-acetylphenyl)phenyl]phenyl]ethanone)
• 63283-56-7(Methanone, (4'-methyl[1,1'-biphenyl]-4-yl)phenyl-)