Production Method 1

446-17-3

88419-56-1

Reaction Conditions

1.1 Reagents: Oxalyl chloride Catalysts: Dimethylformamide Solvents: Dichloromethane ;  24 h, rt

Reference

Synthesis of Novel Ciprofloxacin-Based Hybrid Molecules toward Potent Antimalarial Activity

Dana, Srikanta ; et al, ACS Medicinal Chemistry Letters, 2020, 11(7), 1450-1456

Production Method 2

5360-81-6

88419-56-1

Reaction Conditions

1.1 Reagents: Thionyl chloride ;  2 h, 80 °C; 80 °C → rt
2.1 Reagents: Triethylamine Catalysts: 4-(Dimethylamino)pyridine Solvents: Tetrahydrofuran ;  10 min, 0 °C; 10 h, 0 °C → rt
3.1 Reagents: Diisopropylethylamine Catalysts: fac-Tris(2-(2-pyridinyl)phenyl)iridium Solvents: Acetonitrile ;  8 h, 45 °C
3.2 Reagents: Hydrochloric acid Solvents: Water ;  5 h, 80 °C
4.1 Reagents: Thionyl chloride ;  2 h, 80 °C

Reference

Hydrogen Bond Directed Photocatalytic Hydrodefluorination: Overcoming Electronic Control

Khaled, Mohammad B.; et al, Journal of the American Chemical Society, 2017, 139(37), 13092-13101

Production Method 3

2170219-71-1

88419-56-1

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Catalysts: fac-Tris(2-(2-pyridinyl)phenyl)iridium Solvents: Acetonitrile ;  8 h, 45 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  5 h, 80 °C
2.1 Reagents: Thionyl chloride ;  2 h, 80 °C

Reference

Hydrogen Bond Directed Photocatalytic Hydrodefluorination: Overcoming Electronic Control

Khaled, Mohammad B.; et al, Journal of the American Chemical Society, 2017, 139(37), 13092-13101

Production Method 4

2170219-71-1

88419-56-1

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Catalysts: fac-Tris(2-(2-pyridinyl)phenyl)iridium Solvents: Acetonitrile ;  10 h, 45 °C
2.1 Reagents: Hydrochloric acid Solvents: Water ;  7 h, rt → 100 °C
3.1 Reagents: Thionyl chloride ;  5 h, 75 °C

Reference

Molecular Sculpting; a Multipurpose Tool for Expedited Access to Various Fluorinated Arenes via Photocatalytic Hydrodefluorination of Benzoates

Kharbanda, Shivangi; et al, Journal of Organic Chemistry, 2023, 88(10), 6434-6444

Production Method 5

2170219-72-2

88419-56-1

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Water ;  7 h, rt → 100 °C
2.1 Reagents: Thionyl chloride ;  5 h, 75 °C

Reference

Molecular Sculpting; a Multipurpose Tool for Expedited Access to Various Fluorinated Arenes via Photocatalytic Hydrodefluorination of Benzoates

Kharbanda, Shivangi; et al, Journal of Organic Chemistry, 2023, 88(10), 6434-6444

Production Method 6

2170219-72-2

88419-56-1

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Water ;  5 h, 80 °C
2.1 Reagents: Thionyl chloride ;  2 h, 80 °C

Reference

Hydrogen Bond Directed Photocatalytic Hydrodefluorination: Overcoming Electronic Control

Khaled, Mohammad B.; et al, Journal of the American Chemical Society, 2017, 139(37), 13092-13101

Production Method 7

292621-58-0

873-74-5

88419-56-1

Reaction Conditions

1.1 Reagents: Triethylamine Catalysts: 4-(Dimethylamino)pyridine Solvents: Tetrahydrofuran ;  10 min, 0 °C; 10 h, 0 °C → rt
2.1 Reagents: Diisopropylethylamine Catalysts: fac-Tris(2-(2-pyridinyl)phenyl)iridium Solvents: Acetonitrile ;  8 h, 45 °C
2.2 Reagents: Hydrochloric acid Solvents: Water ;  5 h, 80 °C
3.1 Reagents: Thionyl chloride ;  2 h, 80 °C

Reference

Hydrogen Bond Directed Photocatalytic Hydrodefluorination: Overcoming Electronic Control

Khaled, Mohammad B.; et al, Journal of the American Chemical Society, 2017, 139(37), 13092-13101

Production Method 8

292621-58-0

873-74-5

88419-56-1

Reaction Conditions

1.1 Solvents: Tetrahydrofuran ;  15 min, 0 °C
2.1 Reagents: Diisopropylethylamine Catalysts: fac-Tris(2-(2-pyridinyl)phenyl)iridium Solvents: Acetonitrile ;  10 h, 45 °C
3.1 Reagents: Hydrochloric acid Solvents: Water ;  7 h, rt → 100 °C
4.1 Reagents: Thionyl chloride ;  5 h, 75 °C

Reference

Molecular Sculpting; a Multipurpose Tool for Expedited Access to Various Fluorinated Arenes via Photocatalytic Hydrodefluorination of Benzoates

Kharbanda, Shivangi; et al, Journal of Organic Chemistry, 2023, 88(10), 6434-6444

Production Method 9

5360-81-6

873-74-5

88419-56-1

Reaction Conditions

1.1 Reagents: Thionyl chloride ;  2 h, 80 °C; 80 °C → rt
1.2 Reagents: Triethylamine Catalysts: 4-(Dimethylamino)pyridine Solvents: Tetrahydrofuran ;  10 min, 0 °C; 10 h, 0 °C → rt
2.1 Reagents: Diisopropylethylamine Catalysts: fac-Tris(2-(2-pyridinyl)phenyl)iridium Solvents: Acetonitrile ;  8 h, 45 °C
2.2 Reagents: Hydrochloric acid Solvents: Water ;  5 h, 80 °C
3.1 Reagents: Thionyl chloride ;  2 h, 80 °C

Reference

Hydrogen Bond Directed Photocatalytic Hydrodefluorination: Overcoming Electronic Control

Khaled, Mohammad B.; et al, Journal of the American Chemical Society, 2017, 139(37), 13092-13101

2,4,5-Trifluorobenzoyl chloride Raw materials

• 3-Chloro-2,4,5,6-tetrafluorobenzoic acid
• 3-Chloro-2,4,5,6-tetrafluorobenzoylchloride
• N-(4-Cyanophenyl)-2,4,5-trifluorobenzamide
• 4-Aminobenzonitrile
• 3-Chloro-N-(4-cyanophenyl)-2,4,5,6-tetrafluorobenzamide
• 2,4,5-Trifluorobenzoic acid

2,4,5-Trifluorobenzoyl chloride Preparation Products

• 2,4,5-Trifluorobenzoyl chloride (88419-56-1)

• 1. Fe/Fe3C@C nanoparticles encapsulated in N-doped graphene–CNTs framework as an efficient bifunctional oxygen electrocatalyst for robust rechargeable Zn–air batteries?
  Zhiyan Chen,Nan Wu,Yaobing Wang,Bing Wang,Yingde Wang J. Mater. Chem. A, 2018,6, 516-526
• 2. Enabling chloride salts for thermal energy storage: implications of salt purity?
  J. Matthew Kurley,Phillip W. Halstenberg,Abbey McAlister,Stephen Raiman,Richard T. Mayes RSC Adv., 2019,9, 25602-25608
• 3. Excellent electrochemical performance of LiFe0.4Mn0.6PO4 microspheres produced using a double carbon coating process?
  Yong Ping Huang,Tao Tao,Zheng Chen,Wei Han,Ying Wu,Chunjiang Kuang,Shaoxiong Zhou,Ying Chen J. Mater. Chem. A, 2014,2, 18831-18837
• 4. 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
• 5. Emulsion technologies for multicellular tumour spheroid radiation assays?
  Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele Zagnoni Analyst, 2016,141, 100-110

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Halobenzoic acids and derivatives

2,4,5-Trifluorobenzoyl Chloride: A Comprehensive Overview

2,4,5-Trifluorobenzoyl chloride (CAS No. 88419-56-1) is a highly reactive fluorinated aromatic compound with significant applications in organic synthesis and material science. This compound has garnered attention in recent years due to its unique chemical properties and versatility in various industrial and research settings. The molecule consists of a benzene ring substituted with three fluorine atoms at the 2, 4, and 5 positions, along with a reactive acyl chloride group (-COCl) at the para position. This combination of substituents imparts 2,4,5-trifluorobenzoyl chloride with exceptional reactivity and stability, making it a valuable precursor in the synthesis of advanced materials.

The synthesis of 2,4,5-trifluorobenzoyl chloride typically involves the Friedel-Crafts acylation of fluorobenzene derivatives or the direct chlorination of corresponding carboxylic acids. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly production processes. For instance, researchers have explored the use of solid acid catalysts to enhance the yield and reduce byproduct formation during the acylation step. These developments underscore the growing emphasis on sustainable chemistry practices in modern industrial settings.

One of the most notable applications of 2,4,5-trifluorobenzoyl chloride is in the pharmaceutical industry. Its ability to act as an electrophilic reagent makes it ideal for forming amide bonds in peptide synthesis. A study published in *Journal of Medicinal Chemistry* highlighted its role in constructing bioactive molecules with improved pharmacokinetic profiles. The fluorine substituents on the benzene ring contribute to enhanced lipophilicity and metabolic stability, which are critical for drug design.

In addition to pharmaceutical applications, 2,4,5-trifluorobenzoyl chloride has found utility in polymer chemistry. Its reactivity allows for the incorporation into polymeric materials as a functional group modifier. Recent research has focused on its use in synthesizing fluoropolymers with tailored properties for high-performance applications such as aerospace coatings and electronic encapsulants. The compound's ability to undergo nucleophilic acyl substitution reactions facilitates its integration into polymer backbones without compromising mechanical integrity.

Another emerging area of application is in agrochemicals. The compound serves as a building block for herbicides and insecticides due to its ability to modulate enzyme activity through specific molecular interactions. A study published in *Pest Management Science* demonstrated its potential as a lead compound for developing next-generation pesticides with reduced environmental impact.

From a safety standpoint, handling 2,4,5-trifluorobenzoyl chloride requires adherence to standard laboratory protocols due to its reactivity with moisture and strong nucleophiles. Proper ventilation and personal protective equipment are essential during storage and manipulation. Recent studies have also emphasized the importance of waste management strategies to minimize environmental contamination.

• 72482-64-5(2,4-Difluorobenzoyl chloride)
• 94695-48-4(2,3,4,5-Tetrafluorobenzoyl chloride)
• 107535-73-9(2,3,5,6-Tetrafluorobenzoyl chloride)
• 189807-20-3(2,3,6-trifluorobenzoyl chloride)
• 35730-09-7(2,5-Difluorobenzoyl chloride)
• 18355-73-2(2,3-difluorobenzoyl chloride)
• 2251-50-5(Pentafluorobenzoyl chloride)
• 72480-62-7(2,4-Difluorobenzoyl chloride)
• 123016-51-3(2,3,4,6-Tetrafluorobenzoyl chloride)
• 157373-08-5(2,3,4-Trifluorobenzoyl chloride)