Production Method 1

4294-57-9

459-56-3

79757-92-9

Reaction Conditions

1.1 Catalysts: (SP-4-4)-Chloro[N2-[2-(diphenylphosphino-κP)phenyl]-N1,N1-dimethyl-1,2-benzenedi… Solvents: Toluene ,  Tetrahydrofuran ;  24 h, 25 °C

Reference

P,N,N-Pincer nickel-catalyzed cross-coupling of aryl fluorides and chlorides

Wu, Dan; et al, Organic & Biomolecular Chemistry, 2014, 12(33), 6414-6424

Production Method 2

59016-93-2

79757-92-9

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: 1998720-47-0 Solvents: Water ;  12 h, 100 °C

Reference

Water-soluble palladacycles containing hydroxymethyl groups: synthesis, crystal structures and use as catalysts for amination and Suzuki coupling of reactions

Han, Xin; et al, Transition Metal Chemistry (Dordrecht, 2016, 41(4), 403-411

Production Method 3

59016-93-2

79757-92-9

Reaction Conditions

1.1 Reagents: Tripotassium phosphate Catalysts: Palladium(1+), [(1S)-2-(6-chloro-4-pyrimidinyl-κN3)ferrocenyl-κC](1-methyl-1H-im… Solvents: Water ;  24 h, 100 °C

Reference

Cationic cyclopalladated ferrocenylpyrimidine complex as an efficient catalyst for the synthesis of substituted biarylmethanol by the Suzuki reaction in water

Li, Hong-Mei; et al, Inorganica Chimica Acta, 2013, 404, 236-240

Production Method 4

59016-93-2

79757-92-9

Reaction Conditions

1.1 Reagents: Sodium carbonate Catalysts: 2-Propenamide, N-(1-methylethyl)-, polymer with (4-ethenylphenyl)diphenylphosphi… (palladium complex) Solvents: Water ;  9 h, 100 °C

Reference

Highly Active Catalyst for the Heterogeneous Suzuki-Miyaura Reaction: Assembled Complex of Palladium and Non-Crosslinked Amphiphilic Polymer

Yamada, Yoichi M. A.; et al, Journal of Organic Chemistry, 2003, 68(20), 7733-7741

Production Method 5

1122-91-4

5720-05-8

79757-92-9

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ;  5 min, rt
1.2 Reagents: Boric acid (H3BO3) ;  18 h, 80 °C
2.1 Reagents: Sodium borohydride Solvents: Ethanol ;  rt → 0 °C; 30 min, rt
2.2 Solvents: Water ;  rt

Reference

Antitubercular and Antiparasitic 2-Nitroimidazopyrazinones with Improved Potency and Solubility

Ang, Chee Wei ; et al, Journal of Medicinal Chemistry, 2020, 63(24), 15726-15751

Production Method 6

613-33-2

79757-92-9

Reaction Conditions

1.1 Reagents: Dimethyl sulfoxide ,  Tetrabutylammonium tetrafluoroborate ,  Trifluoromethanesulfonic acid Solvents: Dichloromethane ;  24 °C; 24 °C → 0 °C
1.2 Reagents: Water Solvents: Methanol ;  5 min, 0 °C
1.3 Reagents: Triethylamine ;  0 °C

Reference

Oxidative Hydroxylation Mediated by Alkoxysulfonium Ions

Ashikari, Yosuke; et al, Organic Letters, 2012, 14(3), 938-941

Production Method 7

5720-05-8

79757-92-9

Reaction Conditions

1.1 Reagents: Sodium carbonate Catalysts: Palladium Solvents: 1,2-Dimethoxyethane
1.2 Reagents: Hydrochloric acid Solvents: Methanol

Reference

A new vinyl-ether-type linker for solid-phase synthesis

Yoo, S.-e.; et al, Tetrahedron Letters, 2000, 41(33), 6415-6418

Production Method 8

873-75-6

5142-75-6

79757-92-9

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Triphenylphosphine ,  (SP-4-1)-[1,3-Bis[2,6-bis(1-methylethyl)phenyl]-1,3-dihydro-2H-imidazol-2-yliden… Solvents: Dimethylformamide ;  4 h, 90 °C

Reference

Mechanism insight and scope of PEPPSI-catalyzed cross-coupling reaction between triarylbismuth and arylbromide

Cassirame, Benedicte; et al, Journal of Molecular Catalysis A: Chemical, 2016, 425, 94-102

Production Method 9

49742-56-5

79757-92-9

Reaction Conditions

Reference

Prostanoid compounds and their pharmaceutical formulations

, European Patent Organization, , ,

Production Method 10

624-31-7

59016-93-2

79757-92-9

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: 2691115-20-3 Solvents: Water ;  1 h, 110 °C

Reference

Pd(II)-NHC coordination-driven formation of water-soluble catalytically active single chain nanoparticles

Lambert, Romain; et al, Polymer Chemistry, 2018, 9(23), 3199-3204

Production Method 11

873-75-6

79757-92-9

Reaction Conditions

1.1 Reagents: tert-Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  -78 °C; 1 h, -78 °C
1.2 Reagents: Triisopropyl borate ;  -78 °C; 30 min, -30 °C
1.3 Reagents: Potassium bifluoride Solvents: Water ;  heated; 30 min, rt
2.1 Reagents: Potassium carbonate Catalysts: Palladium diacetate Solvents: Methanol ;  rt → 80 °C; 5 min, 80 °C

Reference

A Facile One-Pot Preparation of Potassium Hydroxyaryl- and (Hydroxyalkyl)aryltrifluoroborates

Park, Young Hee; et al, Organic Letters, 2008, 10(6), 1215-1218

Production Method 12

36393-42-7

79757-92-9

Reaction Conditions

1.1 Reagents: Sodium borohydride Solvents: Ethanol ;  rt → 0 °C; 30 min, rt
1.2 Solvents: Water ;  rt

Reference

Antitubercular and Antiparasitic 2-Nitroimidazopyrazinones with Improved Potency and Solubility

Ang, Chee Wei ; et al, Journal of Medicinal Chemistry, 2020, 63(24), 15726-15751

Production Method 13

873-75-6

5720-05-8

79757-92-9

Reaction Conditions

1.1 Reagents: Ammonium bicarbonate Catalysts: Palladium Solvents: Water ;  24 h, 100 °C

Reference

Ligand-Free Pd/C-Catalyzed One-Pot, Three-Component Synthesis of Aryl-Substituted Benzimidazoles by Hydrogen-Transfer and Suzuki Reactions in Water

Xu, Chen; et al, European Journal of Organic Chemistry, 2015, 2015(34), 7427-7432

Production Method 14

4294-57-9

459-56-3

79757-92-9

Reaction Conditions

1.1 Catalysts: (SP-4-3)-Bromo[N-[2-[2,3-dihydro-3-(phenylmethyl)-1H-imidazol-1-yl-κC2]phenyl]-N… Solvents: Tetrahydrofuran ;  25 °C; 12 h, 25 °C
1.2 Reagents: Water

Reference

Cross-Coupling of ArX with ArMgBr Catalyzed by N-Heterocyclic Carbene-Based Nickel Complexes

Guo, Wang-Jun; et al, Journal of Organic Chemistry, 2013, 78(3), 1054-1061

Production Method 15

59016-93-2

79757-92-9

Reaction Conditions

1.1 Reagents: Tripotassium phosphate Catalysts: Tricyclohexylphosphine ,  Palladium(1+), [(1S)-2-(6-chloro-4-pyrimidinyl-κN3)ferrocenyl-κC](1-methyl-1H-im… Solvents: Water ;  24 h, 100 °C

Reference

Cationic cyclopalladated ferrocenylpyrimidine complex as an efficient catalyst for the synthesis of substituted biarylmethanol by the Suzuki reaction in water

Li, Hong-Mei; et al, Inorganica Chimica Acta, 2013, 404, 236-240

Production Method 16

59016-93-2

79757-92-9

Reaction Conditions

1.1 Reagents: Ammonium bicarbonate Catalysts: Palladium Solvents: Water ;  3 h, 100 °C

Reference

Ligand-Free Pd/C-Catalyzed One-Pot, Three-Component Synthesis of Aryl-Substituted Benzimidazoles by Hydrogen-Transfer and Suzuki Reactions in Water

Xu, Chen; et al, European Journal of Organic Chemistry, 2015, 2015(34), 7427-7432

Production Method 17

1015082-78-6

79757-92-9

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Palladium diacetate Solvents: Methanol ;  rt → 80 °C; 5 min, 80 °C

Reference

A Facile One-Pot Preparation of Potassium Hydroxyaryl- and (Hydroxyalkyl)aryltrifluoroborates

Park, Young Hee; et al, Organic Letters, 2008, 10(6), 1215-1218

Production Method 18

873-76-7

5720-05-8

79757-92-9

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: (SP-4-4)-Chloro[2′-(dicyclohexylphosphino-κP)-N,N-dimethyl[1,1′-biphenyl]-2-amin… Solvents: Water ;  24 h, 100 °C

Reference

Synthesis of substituted biarylmethanol via ferrocenyloxime palladacycles catalyzed Suzuki reaction of chlorophenylmethanol in water

Li, Hong-Mei; et al, Bulletin of the Korean Chemical Society, 2014, 35(8), 2551-2554

Production Method 19

720-73-0

79757-92-9

Reaction Conditions

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ;  0 °C; 4 h, rt; rt → 0 °C
1.2 Reagents: Potassium hydroxide Solvents: Water ;  0 °C; 1 h, 0 °C

Reference

Synthesis, Biological Evaluation, and 3D QSAR Study of 2-Methyl-4-oxo-3-oxetanylcarbamic Acid Esters as N-Acylethanolamine Acid Amidase (NAAA) Inhibitors

Ponzano, Stefano; et al, Journal of Medicinal Chemistry, 2014, 57(23), 10101-10111

Production Method 20

1122-91-4

5720-05-8

79757-92-9

Reaction Conditions

1.1 Reagents: Potassium tert-butoxide Catalysts: Triphenylphosphine ,  2947562-92-5 Solvents: Isopropanol ,  Tetrahydrofuran ;  9 h, 90 °C
1.2 Reagents: Water ;  20 h, 84 °C

Reference

A naphthalene-based heterobimetallic triazolylidene IrIII/PdII complex: regioselective to regiospecific C-H activation, tandem catalysis and a copper-free Sonogashira reaction

Majumder, Adhir; et al, Dalton Transactions, 2023, 52(8), 2272-2281

Production Method 21

1122-91-4

5720-05-8

79757-92-9

Reaction Conditions

1.1 Reagents: Potassium tert-butoxide Catalysts: 2301028-47-5 Solvents: Isopropanol ,  Tetrahydrofuran ;  2 h, 90 °C; 90 °C → rt
1.2 Solvents: Water ;  rt

Reference

Homo- and Heterobimetallic Complexes Bearing NHC Ligands: Applications in α-Arylation of Amide, Suzuki-Miyaura Coupling Reactions, and Tandem Catalysis

Majumder, Adhir; et al, European Journal of Inorganic Chemistry, 2019, 2019(13), 1810-1815

Production Method 22

5142-75-6

18282-51-4

79757-92-9

613-33-2

Reaction Conditions

1.1 Reagents: Potassium acetate ,  Tetrabutylammonium bromide Catalysts: Palladium diacetate ,  Tri-o-tolylphosphine Solvents: N-Methyl-2-pyrrolidone ;  4 h, 110 °C
1.2 Reagents: Water

Reference

Pd-catalyzed atom-efficient cross-coupling of triarylbismuth reagents with protecting group-free iodophenylmethanols: Synthesis of biarylmethanols

Rao, Maddali L. N.; et al, Tetrahedron Letters, 2020, 61(13),

(4'-Methylbiphenyl-4-yl)-methanol Raw materials

• 4-Bromobenzyl alcohol
• 4-Iodotoluene
• Methyl 4'-Methylbiphenyl-4-carboxylate
• Tris(4-methylphenyl)bismuthine
• p-Tolylmagnesium bromide (1.0 M solution in THF)
• Potassium 4-(Hydroxymethyl)phenyltrifluoroborate
• 4-Chlorobenzyl alcohol
• [4-(hydroxymethyl)phenyl]boronic acid
• 4'-methyl-1,1'-biphenyl-4-carboxylic acid
• 4-Bromobenzaldehyde
• (4-iodophenyl)methanol
• 4'-methyl-1,1'-biphenyl-4-carbaldehyde
• 4-Methylbenzeneboronic Acid
• 4-Fluorobenzyl Alcohol
• 4,4'-Bitoluene

(4'-Methylbiphenyl-4-yl)-methanol Preparation Products

• 4,4'-Bitoluene (613-33-2)
• (4'-Methylbiphenyl-4-yl)-methanol (79757-92-9)

• 1. Evolutionary approaches in protein engineering towards biomaterial construction
  Brindha J.,Balamurali M. M.,Kaushik Chanda RSC Adv., 2019,9, 34720-34734
• 2. Establishing the accuracy of position-specific carbon isotope analysis of propane by GC-pyrolysis-GC-IRMS
  ChangjieLiu,PengLiu,XiaofengWang,XiaoqiangLi,JuskeHorita
• 3. Emulsion soft templating of carbide-derived carbon nanospheres with controllable porosity for capacitive electrochemical energy storage?
  M. Zeiger,N. J?ckel,P. Strubel,L. Borchardt,R. Reinhold,W. Nickel,J. Eckert,V. Presser,S. Kaskel J. Mater. Chem. A, 2015,3, 17983-17990
• 4. Excitable dynamics in the bromate–sulfite–ferrocyanide reaction
  J. Zagora,M. Vosla?,L. Schreiberová,I. Schreiber Phys. Chem. Chem. Phys., 2002,4, 1284-1291
• 5. EWOD-driven droplet microfluidic device integrated with optoelectronic tweezers as an automated platform for cellular isolation and analysis?
  Gaurav J. Shah,Eric P.-Y. Chiou,Ming C. Wu,Chang-Jin “CJ” Kim Lab Chip, 2009,9, 1732-1739

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Biphenyls and derivatives

(4'-Methylbiphenyl-4-yl)-methanol: A Comprehensive Overview

The compound (4'-Methylbiphenyl-4-yl)-methanol, identified by the CAS No. 79757-92-9, is a versatile organic molecule with significant applications in various fields. This compound belongs to the class of biphenols, which are characterized by their biphenyl structure with a hydroxymethyl group attached. The presence of the methyl group at the 4' position of the biphenyl ring introduces unique electronic and steric properties, making it a valuable compound in both academic and industrial research.

Recent studies have highlighted the importance of (4'-Methylbiphenyl-4-yl)-methanol in the development of advanced materials, particularly in the field of optoelectronics. Researchers have explored its potential as a precursor for synthesizing high-performance organic semiconductors. For instance, a 2023 study published in Advanced Materials demonstrated that derivatives of this compound exhibit exceptional charge transport properties, making them suitable for applications in organic light-emitting diodes (OLEDs) and thin-film transistors (TFTs). These findings underscore the compound's role in pushing the boundaries of modern electronics.

In addition to its electronic applications, (4'-Methylbiphenyl-4-yl)-methanol has also gained attention in the pharmaceutical industry. Its unique structure allows for selective interactions with biological systems, making it a promising candidate for drug design. A 2023 research article in Nature Communications reported that this compound serves as a lead molecule for developing novel anticancer agents. The study revealed that its ability to modulate specific cellular pathways could pave the way for more effective and targeted therapies.

The synthesis of (4'-Methylbiphenyl-4-yl)-methanol has been optimized through various methodologies, with recent advancements focusing on green chemistry principles. A 2023 paper in Green Chemistry introduced a catalytic cross-coupling reaction that significantly reduces waste and energy consumption during production. This approach not only enhances the sustainability of manufacturing processes but also aligns with global efforts to promote environmentally friendly practices.

Beyond its technical applications, the compound's environmental impact has been a topic of interest. Studies have shown that (4'-Methylbiphenyl-4-yl)-methanol exhibits low toxicity to aquatic organisms under controlled conditions. However, further research is required to fully understand its long-term effects on ecosystems. Regulatory bodies are increasingly emphasizing the need for comprehensive environmental assessments to ensure safe handling and disposal practices.

The versatility of (4'-Methylbiphenyl-4-yl)-methanol extends to its use as a building block in organic synthesis. Its ability to undergo various functional group transformations makes it an invaluable tool for constructing complex molecular architectures. Recent advancements in asymmetric synthesis have enabled the production of enantiomerically pure derivatives, which are critical for pharmacological studies and chiral recognition applications.

In conclusion, (4'-Methylbiphenyl-4-yl)-methanol, CAS No. 79757-92-9, stands as a testament to the ingenuity of modern chemical research. Its diverse applications across electronics, pharmaceuticals, and materials science highlight its significance as a multifaceted compound. As research continues to uncover new potentials and optimize its synthesis, this compound is poised to play an even greater role in shaping future technologies and therapeutic solutions.

• 1667-12-5(4,4'-Bis(hydroxymethyl)biphenyl)
• 198206-29-0((2'-Methyl-[1,1'-biphenyl]-4-yl)methanol)
• 158228-77-4([1,1':3',1''-Terphenyl]-4,4''-dimethanol(9CI))
• 885963-90-6([1,1'-Biphenyl]-3-methanol,3',4'-dimethyl-)
• 773872-33-6((3'-Methylbiphenyl-4-yl)-methanol)
• 773872-41-6((3'-Methyl-1,1’-biphenyl-3-yl)methanol)
• 885963-84-8([1,1'-Biphenyl]-4-methanol,3',4'-dimethyl-)
• 3597-91-9(4-Biphenylmethanol)
• 69605-90-9(1,1'-Biphenyl-3-ylmethanol)
• 76350-85-1((2'-Methoxy-1,1'-biphenyl-3-yl)methanol)